Themed collection Supramolecular chemistry in OBC

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Review Article

Covalent nanosynthesis of fluorene-based macrocycles and organic nanogrids

This paper presents an overview of synthetic approaches for fluorene-based cyclic compounds by examining four different connection models of fluorenes, involving 2,7-, 3,6-, 9,9-, and 2,9-linked patterns.

Graphical abstract: Covalent nanosynthesis of fluorene-based macrocycles and organic nanogrids
From the themed collection: Supramolecular chemistry in OBC
Review Article

Recent advances on triptycene derivatives in supramolecular and materials chemistry

In this review, recent researches on triptycene-based macrocyclic arenes, organic cages, porous materials and TADF materials are summarized.

Graphical abstract: Recent advances on triptycene derivatives in supramolecular and materials chemistry
From the themed collection: Supramolecular chemistry in OBC
Open Access Review Article

Molecular cages for biological applications

This review compiles selected relevant examples of synthetic receptors defining a closed three-dimensional cavity (cages) with applications in chemical biology and biomedicine.

Graphical abstract: Molecular cages for biological applications
From the themed collection: Supramolecular chemistry in OBC
Review Article

Indicator displacement assays: from concept to recent developments

This review lays emphasis on background concept and summarizes the recent developments of various competitive IDAs. Moreover, current challenges relating to the development of new IDAs and potential future perspectives revealing the fate of IDAs have also been given.

Graphical abstract: Indicator displacement assays: from concept to recent developments
From the themed collection: Supramolecular chemistry in OBC
Review Article

Phosphorus containing porous organic polymers: synthetic techniques and applications in organic synthesis and catalysis

This review features the recent advancement made in phosphorus-containing POPs, highlighting different synthetic techniques for their preparation and application in organic synthesis.

Graphical abstract: Phosphorus containing porous organic polymers: synthetic techniques and applications in organic synthesis and catalysis
From the themed collection: Supramolecular chemistry in OBC
Review Article

Crown ether–pillararene hybrid macrocyclic systems

In this review, we will fully discuss the synthesis/preparation and applications of crown ether–pillararene hybrid macrocyclic systems/compounds.

Graphical abstract: Crown ether–pillararene hybrid macrocyclic systems
From the themed collection: Supramolecular chemistry in OBC
Review Article

Molecular recognition and sensing of dicarboxylates and dicarboxylic acids

This review outlines challenges faced in recognition and detection of dicarboxylic acids and dicarboxylates and strategies used to obtain effective and observable interactions in the period from 2014 to 2020.

Graphical abstract: Molecular recognition and sensing of dicarboxylates and dicarboxylic acids
From the themed collection: Supramolecular chemistry in OBC
Open Access Review Article

Synthetic strategies towards mechanically interlocked oligomers and polymers

Synthetic methodologies towards the preparation of oligomeric and polymeric mechanically interlocked molecules are described, including both covalent strategies and self-assembly approaches.

Graphical abstract: Synthetic strategies towards mechanically interlocked oligomers and polymers
From the themed collection: Supramolecular chemistry in OBC
Review Article

The synthesis and applications of porphyrin-containing pillararenes

Recent progress regarding the combination of porphyrins and pillararenes into hybrid compounds and supramolecular systems is summarized in this review.

Graphical abstract: The synthesis and applications of porphyrin-containing pillararenes
From the themed collection: Supramolecular chemistry in OBC
Review Article

Enantioselective synthesis enabled by visible light photocatalysis

This review summarizes recent developments in visible-light enantioselective photocatalysis reactions, which provide convenient and effective tools for asymmetric synthesis.

Graphical abstract: Enantioselective synthesis enabled by visible light photocatalysis
From the themed collection: Supramolecular chemistry in OBC
Review Article

Macrocyclization via C–H functionalization: a new paradigm in macrocycle synthesis

The emergence and applications of the C–H activation logic as a new paradigm in macrocyclization reactions are captured in this review.

Graphical abstract: Macrocyclization via C–H functionalization: a new paradigm in macrocycle synthesis
From the themed collection: Synthetic methodology in OBC
Review Article

Supramolecular assembly of functional peptide–polymer conjugates

The following review gives an overview about synthetic peptide–polymer conjugates as macromolecular building blocks and their self-assembly into a variety of supramolecular architectures, from supramolecular polymer chains, to anisotropic 1D arrays, 2D layers, and more complex 3D networks.

Graphical abstract: Supramolecular assembly of functional peptide–polymer conjugates
From the themed collection: Supramolecular chemistry in OBC
Review Article

Tetrathiafulvalene-calix[4]pyrrole: a versatile synthetic receptor for electron-deficient planar and spherical guests

The chemistry of tetrathiafulvalene-calix[4]pyrrole is reviewed with focus on conformational behavior, receptor properties and ionically controlled electron transfer processes.

Graphical abstract: Tetrathiafulvalene-calix[4]pyrrole: a versatile synthetic receptor for electron-deficient planar and spherical guests
From the themed collection: Supramolecular chemistry in OBC
Review Article

Supramolecular vesicles based on pillar[n]arenes: design, construction, and applications

Recent progress in supramolecular vesicles based on pillar[n]arenes is reviewed.

Graphical abstract: Supramolecular vesicles based on pillar[n]arenes: design, construction, and applications
From the themed collection: Supramolecular chemistry in OBC
Communication

Reversible redox switching between local and global aromaticity for core-modified expanded carbaisophlorinoids

28π antiaromatic macrocycles with benzene and azulene units and their effects on local and global (anti)aromaticity have been described. Experimental and computaionl studies confirmed strong diatropic ring current effects in their dicationic states, respectively.

Graphical abstract: Reversible redox switching between local and global aromaticity for core-modified expanded carbaisophlorinoids
From the themed collection: Supramolecular chemistry in OBC
Communication

Bis(cholyl)-based chloride channels with oxalamide and hydrazide selectivity filters

Supramolecular bis(cholyl) ion channels with oxalamide and hydrazide as selectivity filters are reported. The hydrazide system showed superior chloride transport activity to oxalamide due to better anion recognition.

Graphical abstract: Bis(cholyl)-based chloride channels with oxalamide and hydrazide selectivity filters
From the themed collection: Supramolecular chemistry in OBC
Communication

Hydrogenation of cage-opened C60 derivatives mediated by frustrated Lewis pairs

Multiply-carbonylated fullerene derivatives were found to work as one component in frustrated Lewis pairs which caused an Si–H bond activation in the presence of B(C6F5)3, leading to the carbonyl hydrogenation in up to 99% yield.

Graphical abstract: Hydrogenation of cage-opened C60 derivatives mediated by frustrated Lewis pairs
From the themed collection: Supramolecular chemistry in OBC
Open Access Communication

Peptide cyclisation promoted by supramolecular complex formation

Lactamisation of phenol-ester activated peptide esters is promoted by supramolecular Zn-TPP complex formation.

Graphical abstract: Peptide cyclisation promoted by supramolecular complex formation
From the themed collection: Supramolecular chemistry in OBC
Communication

Glutamate carboxypeptidase II as a model system for designing host–guest units: a theoretical approach

Through a combined crystallographic and computational analysis, we designed and investigated two novel host units for the recognition of neutral and charged guests inspired by a glutamate carboxypeptidase II system and its inhibitors.

Graphical abstract: Glutamate carboxypeptidase II as a model system for designing host–guest units: a theoretical approach
Communication

Halogen bonding effect on electrochemical anion oxidation in ionic liquids

The properties of three imidazolium based ionic liquids have been compared and used as solvents for the electrochemical oxidation of various anions.

Graphical abstract: Halogen bonding effect on electrochemical anion oxidation in ionic liquids
Open Access Communication

New antimicrobial self-assembling short lipopeptides

Short lipopeptides, that self-assemble into supramolecular structures, show antimicrobial activity.

Graphical abstract: New antimicrobial self-assembling short lipopeptides
From the themed collection: Supramolecular chemistry in OBC
Open Access Communication

Calixarene-decorated liposomes for intracellular cargo delivery

Liposomes equipped at the outer membrane with positively charged calixarenes show improved efficiency in cargo delivery. This is facilitated by the interaction between the macrocycle units and heparan sulfate proteoglycans surrounding the cell.

Graphical abstract: Calixarene-decorated liposomes for intracellular cargo delivery
From the themed collection: Supramolecular chemistry in OBC
Open Access Communication

Comparison of [Pd2L4][BF4]4 cages for binding of n-octyl glycosides and nitrate (L = isophthalamide or dipicolinamide linked dipyridyl ligand)

Isophthalamide (X = CH) and a dipicolinamide (X = N) derived dipyridyl ligands both form a [Pd2L4][BF4]4 cage in solution, but only the isophthalamide derived cage easily binds to glycosides and nitrate.

Graphical abstract: Comparison of [Pd2L4][BF4]4 cages for binding of n-octyl glycosides and nitrate (L = isophthalamide or dipicolinamide linked dipyridyl ligand)
From the themed collection: Supramolecular chemistry in OBC
Communication

Chalcogen bonding mediates the formation of supramolecular helices of azapeptides in crystals

Supramolecular M- and P-helices are formed via intermolecular S⋯S and S⋯O chalcogen bonding of alanine-based azapeptides containing a β-turn structure and equipped with a thiophene group at the N- or C-terminus, respectively.

Graphical abstract: Chalcogen bonding mediates the formation of supramolecular helices of azapeptides in crystals
From the themed collection: Supramolecular chemistry in OBC
Communication

Water binding stabilizes stacked conformations of ferrocene containing sheet-like aromatic oligoamides

The encapsulation of discrete water molecules in flexible sheet-like aromatic oligoamide foldamers, as evidenced by structural and spectroscopic studies, stabilizes their structure.

Graphical abstract: Water binding stabilizes stacked conformations of ferrocene containing sheet-like aromatic oligoamides
From the themed collection: Supramolecular chemistry in OBC
Communication

An easily accessible, lower rim substituted calix[4]arene selectively binds N,N-dimethyllysine

A single substitution on p-sulfonatocalix[4]arene, away from its binding face, modifies its selectivity towards a smaller and less hydrophobic guest (dimethyllysine) without making direct contact with the guest.

Graphical abstract: An easily accessible, lower rim substituted calix[4]arene selectively binds N,N-dimethyllysine
From the themed collection: Supramolecular chemistry in OBC
Communication

Facile access to foldable redox-active flavin-peptide conjugates

A convenient approach for the synthesis of foldable redox-active flavin peptide conjugates was established.

Graphical abstract: Facile access to foldable redox-active flavin-peptide conjugates
From the themed collection: Supramolecular chemistry in OBC
Communication

Supramolecular brush polymers prepared from 1,3,4-oxadiazole and cyanobutoxy functionalised pillar[5]arene for detecting Cu2+

The self-assembly of an A1/A2 disubstituted pillar[5]arene was used to construct a supramolecular brush polymer.

Graphical abstract: Supramolecular brush polymers prepared from 1,3,4-oxadiazole and cyanobutoxy functionalised pillar[5]arene for detecting Cu2+
From the themed collection: Supramolecular chemistry in OBC
Communication

Mukaiyama aldol reaction catalyzed by (benz)imidazolium-based halogen bond donors

A Mukaiyama aldol reaction can be catalyzed by bidentate halogen bond donors with very high efficiency. The halogenated catalysts were stable over multiple consecutive runs, which supports the halogen-bond-based mode of catalysis.

Graphical abstract: Mukaiyama aldol reaction catalyzed by (benz)imidazolium-based halogen bond donors
Communication

A medium-firm drug-candidate library of cryptand-like structures on T7 phage: design and selection of a strong binder for Hsp90

We designed and synthesized a library of cryptand-like structures on the T7 phage; a strong binder for a cancer-related protein was selected from the library.

Graphical abstract: A medium-firm drug-candidate library of cryptand-like structures on T7 phage: design and selection of a strong binder for Hsp90
From the themed collection: Supramolecular chemistry in OBC
Communication

Aptamer protective groups tolerate different reagents and reactions for regioselective modification of neomycin B

The aptameric protective group strategy is compatible with diverse reagents and reaction conditions for the synthesis of new neomycin B derivatives.

Graphical abstract: Aptamer protective groups tolerate different reagents and reactions for regioselective modification of neomycin B
From the themed collection: Supramolecular chemistry in OBC
Communication

Targeted synthesis of meso-aryl substituted aromatic trans-doubly N-confused dithia/diselena [18] porphyrins (1.1.1.1) with NIR absorption: spectroscopic and theoretical characterization

N-TIPS pyrrole and thiophene/selenophene dicarbinol: the two most promising and significant building blocks made for each other for constructing highly aromatic and NIR absorptive trans-doubly N-confused porphyrins.

Graphical abstract: Targeted synthesis of meso-aryl substituted aromatic trans-doubly N-confused dithia/diselena [18] porphyrins (1.1.1.1) with NIR absorption: spectroscopic and theoretical characterization
From the themed collection: Supramolecular chemistry in OBC
Communication

A fully synthetic 6-aza-artemisinin bearing an amphiphilic chain generates aggregates and exhibits anti-cancer activities

Appendage of an amphiphilic chain by exploiting the nitrogen installed on the 6-aza-artemisinin imparted self-assembling properties. The fully synthetic 6-aza-artemisinin formed aggregates and exhibited increased in vitro anti-cancer activities.

Graphical abstract: A fully synthetic 6-aza-artemisinin bearing an amphiphilic chain generates aggregates and exhibits anti-cancer activities
From the themed collection: Supramolecular chemistry in OBC
Communication

Deprotection of a benzyl unit induces a 22π aromatic macrocycle of 3-oxypyripentaphyrin(0.1.1.1.0) with strong NIR absorption

We report a deprotection-induced aromaticity switching from nonaromatic to a 22π aromatic macrocycle of 3-oxypyripentaphyrin(0.1.1.1.0) with strong NIR absorption.

Graphical abstract: Deprotection of a benzyl unit induces a 22π aromatic macrocycle of 3-oxypyripentaphyrin(0.1.1.1.0) with strong NIR absorption
From the themed collection: Supramolecular chemistry in OBC
Communication

Characterization in aqueous medium of an FMN semiquinone radical stabilized by the enzyme-like microenvironment of a modified polyethyleneimine

The elusive flavin semiquinone intermediate found in flavoproteins such as cryptochromes has been obtained in aqueous solution by single electron reduction of the natural FMN cofactor using sodium ascorbate.

Graphical abstract: Characterization in aqueous medium of an FMN semiquinone radical stabilized by the enzyme-like microenvironment of a modified polyethyleneimine
From the themed collection: Supramolecular chemistry in OBC
Communication

Hierarchical self-assembly of an azobenzene dyad with inverted amide connection into toroidal and tubular nanostructures

Inversion of the amide connectivity of an azobenzene dyad, which self-assembles into chiral toroids and nanotubes, improves the thermal stability of the assemblies, however it negatively affects supramolecular chirality.

Graphical abstract: Hierarchical self-assembly of an azobenzene dyad with inverted amide connection into toroidal and tubular nanostructures
From the themed collection: Supramolecular chemistry in OBC
Communication

Fluorescent supramolecular hierarchical self-assemblies from glycosylated 4-amino- and 4-bromo-1,8-naphthalimides

The investigation into the self-assembly formation of the glycan based 4-amino- and 4-bromo-1,8-naphthalimide (Nap) structures 1–3 is presented.

Graphical abstract: Fluorescent supramolecular hierarchical self-assemblies from glycosylated 4-amino- and 4-bromo-1,8-naphthalimides
From the themed collection: Supramolecular chemistry in OBC
Communication

Self-assembling purine and pteridine quartets: how do π-conjugation patterns affect resonance-assisted hydrogen bonding?

π-Conjugation patterns determine the association strengths of purine and pteridine quartets.

Graphical abstract: Self-assembling purine and pteridine quartets: how do π-conjugation patterns affect resonance-assisted hydrogen bonding?
From the themed collection: Supramolecular chemistry in OBC
Communication

Probing the determinants of porosity in protein frameworks: co-crystals of cytochrome c and an octa-anionic calix[4]arene

In contrast to sulfonato-calix[4]arene (sclx4), which mediates close-packed assemblies, the higher charge carboxylate-containing sclx4mc induced a crystalline framework of cytochrome c.

Graphical abstract: Probing the determinants of porosity in protein frameworks: co-crystals of cytochrome c and an octa-anionic calix[4]arene
From the themed collection: Supramolecular chemistry in OBC
Communication

Chiral bisphosphine ligands based on quinoline oligoamide foldamers: application in asymmetric hydrogenation

Single-handed quinoline oligoamide foldamer-based bisphosphine ligands that can coordinate with Rh(cod)2BF4 were used as a platform in asymmetric hydrogenation.

Graphical abstract: Chiral bisphosphine ligands based on quinoline oligoamide foldamers: application in asymmetric hydrogenation
From the themed collection: Catalysis & biocatalysis in OBC
Communication

Synthesis of helical π-conjugated polymers bearing pyridine N-oxide pendants and asymmetric allylation of aldehydes in the helical cavity

Asymmetric allylation of aldehydes was conducted inside the helical cavity of a helically folded π-conjugated polymer bearing pyridine N-oxide pendants.

Graphical abstract: Synthesis of helical π-conjugated polymers bearing pyridine N-oxide pendants and asymmetric allylation of aldehydes in the helical cavity
From the themed collection: Supramolecular chemistry in OBC
Open Access Communication

Thermodynamically driven self-assembly of pyridinearene to hexameric capsules

For the first time the formation of hexameric pyridine[4]arene capsule has been observed in gas phase, in solution and in solid state. A thermodynamic balance between capsule formation was observed, showing favour to hexamer.

Graphical abstract: Thermodynamically driven self-assembly of pyridinearene to hexameric capsules
From the themed collection: Supramolecular chemistry in OBC
Communication

A convenient one-pot nanosynthesis of a C(sp2)–C(sp3)-linked 3D grid via an ‘A2 + B3’ approach

The synthesis of fluorene-based 3D-grid-FTPA, which shows excellent chemical, thermal, and photo-stabilities, has been developed using a one-pot Friedel–Crafts reaction.

Graphical abstract: A convenient one-pot nanosynthesis of a C(sp2)–C(sp3)-linked 3D grid via an ‘A2 + B3’ approach
From the themed collection: Supramolecular chemistry in OBC
Communication

meso-Aryl substituted stable unorthodox 5,10-porphodimethenes with α,β and β,β-N-methyl pyrrole connectivities: synthesis and spectroscopic, solid state and theoretical characterization

meso-Aryl substituted highly stable single conformers of doubly mutant porphodimethenes.

Graphical abstract: meso-Aryl substituted stable unorthodox 5,10-porphodimethenes with α,β and β,β-N-methyl pyrrole connectivities: synthesis and spectroscopic, solid state and theoretical characterization
From the themed collection: Supramolecular chemistry in OBC
Communication

Unidirectional complexation of pillar[4]arene[1]benzoquinoneoxime with alkyl alcohols

Unidirectional binding between a pillar[4]arene[1]benzoquinoneoxime host and n-alkyl alcoholic guests was realized with the hydroxy heads of the guests in direct contact with the oxime group of the macrocyclic host.

Graphical abstract: Unidirectional complexation of pillar[4]arene[1]benzoquinoneoxime with alkyl alcohols
From the themed collection: Supramolecular chemistry in OBC
Communication

Acid/base- and base/acid-switchable complexation between anionic-/cationic-pillar[6]arenes and a viologen ditosylate salt

Acid/base and base/acid-controllable molecular switches were constructed based on water-soluble anionic pillar[6]arene or cationic pillar[6]arene and a viologen ditosylate salt.

Graphical abstract: Acid/base- and base/acid-switchable complexation between anionic-/cationic-pillar[6]arenes and a viologen ditosylate salt
From the themed collection: Supramolecular chemistry in OBC
Communication

Acid–base controlled multiple conformation and aromaticity switches in tren-capped hexaphyrins

Upon protonation, a tren-capped hexaphyrin undergoes simple conformational exchanges between rectangular, Möbius and triangular shapes affording different aromaticities and cage environments, and ultimately leading to a host–guest complex.

Graphical abstract: Acid–base controlled multiple conformation and aromaticity switches in tren-capped hexaphyrins
From the themed collection: Supramolecular chemistry in OBC
Communication

Using reversible non-covalent and covalent bonds to create assemblies and equilibrating molecular networks that survive 5 molar urea

Molecules that assemble through reversible covalent and noncovalent interactions achieve self-assembly at extreme levels of urea and NaCl.

Graphical abstract: Using reversible non-covalent and covalent bonds to create assemblies and equilibrating molecular networks that survive 5 molar urea
From the themed collection: Supramolecular chemistry in OBC
Communication

Photodeamination to quinone methides in cucurbit[n]urils: potential application in drug delivery

A prodrug is encapsulated in CB[7] and is photochemically transformed into an active drug inside this supramolecular complex.

Graphical abstract: Photodeamination to quinone methides in cucurbit[n]urils: potential application in drug delivery
From the themed collection: Supramolecular chemistry in OBC
Communication

Stereo- and regioselective photocycloaddition of extended alkenes using γ-cyclodextrin

Photoexcitation of dibenzalacetones in homogeneous media and solid state yields a mixture of products with poor conversions. Reactivity of the substrate encapsulated within γ-cyclodextrin results in efficient 2 + 2 photocycloaddition between two reactants on both alkenes groups, yielding a single product with remarkable regio- and stereoselectivity at high conversions.

Graphical abstract: Stereo- and regioselective photocycloaddition of extended alkenes using γ-cyclodextrin
From the themed collection: Supramolecular chemistry in OBC
Communication

Tuning the fluorescence of tetraphenylethylene in dilute solutions via modulating multiple-hydrogen-bonding interactions between a Hamilton receptor and cyanuric acid

A hydrogen bonded luminescent supramolecular network from HTPE and CTPE can be further tuned.

Graphical abstract: Tuning the fluorescence of tetraphenylethylene in dilute solutions via modulating multiple-hydrogen-bonding interactions between a Hamilton receptor and cyanuric acid
From the themed collection: Supramolecular chemistry in OBC
Communication

Intramolecularly enhanced molecular tweezers with unusually strong binding for aromatic guests in unfavorable solvents

Molecular tweezers using aromatic interactions for binding normally work best in polar instead of nonpolar solvents due to the strong solvophobic effect in the binding.

Graphical abstract: Intramolecularly enhanced molecular tweezers with unusually strong binding for aromatic guests in unfavorable solvents
From the themed collection: Supramolecular chemistry in OBC
Communication

Binding-promoted chemical reaction in the nanospace of a binding site: effects of environmental constriction

Chemical reactions in a confined nanospace can be very different from those in solution.

Graphical abstract: Binding-promoted chemical reaction in the nanospace of a binding site: effects of environmental constriction
From the themed collection: Supramolecular chemistry in OBC
Communication

Aromatically functionalized pseudo-crown ethers with unusual solvent response and enhanced binding properties

Intramolecularly enhanced flexible receptors outperformed traditional rigid receptors when the direct binding force was weakened by solvent competition.

Graphical abstract: Aromatically functionalized pseudo-crown ethers with unusual solvent response and enhanced binding properties
From the themed collection: Supramolecular chemistry in OBC
Communication

Narcissistic chiral self-sorting of molecular face-rotating polyhedra

Narcissistic chiral self-sorting prevailed in the assembly of molecular face-rotating polyhedra from a C3h building block 5,5,10,10,15,15-hexabutyl-truxene-2,7,12-tricarbaldehyde and racemic mixtures of 1,2-diamines.

Graphical abstract: Narcissistic chiral self-sorting of molecular face-rotating polyhedra
From the themed collection: Supramolecular chemistry in OBC
Communication

Taking advantage of Co(II) induced enhanced VCD for the fast and sensitive determination of enantiomeric excess

Large Co(II)-induced VCD signals provide a method for determining the enantiomeric excess of α-amino acids. This strategy can be followed for building new VCD protocols.

Graphical abstract: Taking advantage of Co(ii) induced enhanced VCD for the fast and sensitive determination of enantiomeric excess
From the themed collection: Supramolecular chemistry in OBC
Paper

A supramolecular host for phosphatidylglycerol (PG) lipids with antibacterial activity

Various small molecules containing boronic acid and urea functionalities are shown to bind selectively to the bacterial lipid PG (phosphatidylglycerol) and exert antibacterial activity through a membrane-related mechanism.

Graphical abstract: A supramolecular host for phosphatidylglycerol (PG) lipids with antibacterial activity
From the themed collection: New Talent
Paper

Click synthesis of novel dendronized curcumin and analogs. Strengthening of physicochemical properties toward biological applications

Dendronization by click chemistry as a tool to improve the physicochemical properties of bioactive organic molecules toward biological applications.

Graphical abstract: Click synthesis of novel dendronized curcumin and analogs. Strengthening of physicochemical properties toward biological applications
From the themed collection: Supramolecular chemistry in OBC
Paper

Quantifying the barrier for the movement of cyclobis(paraquat-p-phenylene) over the dication of monopyrrolotetrathiafulvalene

Two positive charges generated by oxidation of a monopyrrolotetrathiafulvalene unit (green) raise an electrostatic barrier to decrease the speed of the deslipping of a tetracationic ring (blue) that take place in a [2]pseudorotaxane.

Graphical abstract: Quantifying the barrier for the movement of cyclobis(paraquat-p-phenylene) over the dication of monopyrrolotetrathiafulvalene
From the themed collection: Supramolecular chemistry in OBC
Paper

Controlling chirality in the synthesis of 4 + 4 diastereomeric amine macrocycles derived from trans-1,2-diaminocyclopentane and 2,6-diformylpyridine

All 4 + 4 diastereomeric amine macrocycles derived from trans-1,2-diaminocyclopentane and 2,6-difromylpyridine have been synthesized. Chiral compounds exhibit chiral resolution towards 10-camphorsulfonic and tartaric acids.

Graphical abstract: Controlling chirality in the synthesis of 4 + 4 diastereomeric amine macrocycles derived from trans-1,2-diaminocyclopentane and 2,6-diformylpyridine
From the themed collection: Supramolecular chemistry in OBC
Paper

Bio-inspired asymmetric aldehyde arylations catalyzed by rhodium-cyclodextrin self-inclusion complexes

The high enantioselective arylation was pseudo-biologically accererated by self-inclusion of the Rh complex bearing a γ-cyclodextrin.

Graphical abstract: Bio-inspired asymmetric aldehyde arylations catalyzed by rhodium-cyclodextrin self-inclusion complexes
From the themed collection: Supramolecular chemistry in OBC
Open Access Paper

Anion binding to a cationic europium(III) probe enables the first real-time assay of heparan sulfotransferase activity

We present a new luminescent europium(III)-based anion receptor that binds to PAP (adenosine-3′,5′-diphosphate). The increased emission intensity and lifetime of the receptor-PAP complex was used to develop the first real-time assay of heparan sulfotransferase activity.

Graphical abstract: Anion binding to a cationic europium(iii) probe enables the first real-time assay of heparan sulfotransferase activity
From the themed collection: Supramolecular chemistry in OBC
Paper

Four- and two-armed hetero porphyrin dimers: their specific recognition and self-sorting behaviours

Self-assembled/self-sorted hetero dimer capsules consisting of pairs of two- and four-armed porphyrins were constructed. Small and large aromatic guests were selectively recognized by two- and four-armed dimers, respectively.

Graphical abstract: Four- and two-armed hetero porphyrin dimers: their specific recognition and self-sorting behaviours
From the themed collection: Supramolecular chemistry in OBC
Paper

Molecular tetrominoes: selective masking of the donor π-face to control the configuration of donor–acceptor complexes

π-face masking opens up a new pathway to control the location of acceptor along the donor backbone and consequently donor–acceptor binding interaction strength and percentage of acceptor ionization.

Graphical abstract: Molecular tetrominoes: selective masking of the donor π-face to control the configuration of donor–acceptor complexes
From the themed collection: Supramolecular chemistry in OBC
Paper

Dissipative control of the fluorescence of a 1,3-dipyrenyl calix[4]arene in the cone conformation

A fuel driven control of the shape and geometry of the calix[4]arene scaffold allows ON/OFF/ON dissipative fluorescence cycles.

Graphical abstract: Dissipative control of the fluorescence of a 1,3-dipyrenyl calix[4]arene in the cone conformation
From the themed collection: Supramolecular chemistry in OBC
Paper

Spiro-based diamond-type nanogrids (DGs) via two ways: ‘A1B1’/‘A2 + B2’ type gridization of vertical spiro-based fluorenol synthons

Diamond-type nanogrids (DGs), can helically expand to form spiro-linked polymers. Herein, we designed and synthesized two types of DGs, DGs-1 (A1B1 mode) in 44–50% yields, and DGs-2 (A2 + B2 mode) in 64% yield.

Graphical abstract: Spiro-based diamond-type nanogrids (DGs) via two ways: ‘A1B1’/‘A2 + B2’ type gridization of vertical spiro-based fluorenol synthons
From the themed collection: Supramolecular chemistry in OBC
Paper

Macrocyclic vs. [2]catenane btp structures: influence of (aryl) substitution on the self templation of btp ligands in macrocyclic synthesis

The synthesis of four 2,6-bis(1,2,3-triazol-4-yl)pyridine(btp) olefin based ligands 3, 4, 11 and 12 is described and their formation of macrocyclic products using ring closing metatheses (RCM) reactions rather than mechanically interlocked molecules.

Graphical abstract: Macrocyclic vs. [2]catenane btp structures: influence of (aryl) substitution on the self templation of btp ligands in macrocyclic synthesis
From the themed collection: Supramolecular chemistry in OBC
Paper

Gold-catalyzed oxidative cyclization of amide-alkynes: access to functionalized γ-lactams

An efficient gold-catalyzed oxidative cyclization of amide-alkynes for the synthesis of functionalized γ-lactams is described.

Graphical abstract: Gold-catalyzed oxidative cyclization of amide-alkynes: access to functionalized γ-lactams
From the themed collection: Catalysis & biocatalysis in OBC
Paper

Acridinone-based anion transporters

The acridinone 1,9-bis(thio)urea scaffold was repurposed for application in anion transport by appending a variety of electron-withdrawing groups to the peripheral phenyl moieties. High levels of activity were achieved which facilitated strictly electroneutral transport.

Graphical abstract: Acridinone-based anion transporters
From the themed collection: Supramolecular chemistry in OBC
Paper

Duplex vs. folding: tuning the self-assembly of synthetic recognition-encoded aniline oligomers

We present a strategy for characterising and preventing the undesired folding between adjacent units in duplex-forming synthetic hetero-oligomers.

Graphical abstract: Duplex vs. folding: tuning the self-assembly of synthetic recognition-encoded aniline oligomers
From the themed collection: Supramolecular chemistry in OBC
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The latest articles published in Organic and Biomolecular Chemistry related to supramolecular chemistry research.

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