Themed collection Pi conjugated system bricolage (figuration) toward functional organic molecular systems
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Pi conjugated system bricolage (figuration) toward functional organic molecular systems
Guest editor Takanori Fukushima introduces this Materials Chemistry Frontiers themed collection on π-electronic molecules.
Mater. Chem. Front., 2018,2, 1594-1594
https://doi.org/10.1039/C8QM90039F
Figuration of bowl-shaped π-conjugated molecules: properties and functions
Synthesis, properties, and functions of bowl-shaped pi-conjugated molecules including a hetero atom-doped system are reviewed.
Mater. Chem. Front., 2018,2, 635-661
https://doi.org/10.1039/C7QM00593H
New potential model for atomic-scale peeling of armchair graphene: toward understanding of micrometer-scale peeling
Reduction of computation time of nanomechanics by atomic-scale modeling.
Mater. Chem. Front., 2018,2, 2098-2103
https://doi.org/10.1039/C8QM00267C
Wave-packet multi-scale simulations based on a non-linear tight-binding Hamiltonian for carrier transport in π-conjugated polymers
Multi-scale calculation based on DFT and Hückel for carrier mobility on 1 micro-meter wires reveals that localization can enhance the mobility.
Mater. Chem. Front., 2018,2, 1351-1359
https://doi.org/10.1039/C7QM00591A
Synthesis of bithiazole-based semiconducting polymers via Cu-catalysed aerobic oxidative coupling
A combination of direct arylation and aerobic oxidative coupling reactions enables a straightforward synthesis of semiconducting materials.
Mater. Chem. Front., 2018,2, 1306-1309
https://doi.org/10.1039/C7QM00584A
Electronic properties of tin iodide hybrid perovskites: effect of indium doping
For solution-processable tin iodide cubic perovskites, a small amount of indium doping reduced the conductivity without changing the band gap or the carrier concentration. We demonstrated another possibility of foreign metal doping in tin iodide cubic perovskites and displayed a design strategy for electronic devices using hybrid perovskites.
Mater. Chem. Front., 2018,2, 1291-1295
https://doi.org/10.1039/C7QM00587C
Universality of the giant Seebeck effect in organic small molecules
Various pure organic semiconducting molecules exhibit extraordinarily large Seebeck coefficient which cannot be elucidated by conventional physical models of thermoelectricity.
Mater. Chem. Front., 2018,2, 1276-1283
https://doi.org/10.1039/C7QM00596B
A meta-diisocyanide benzene-based aryl gold isocyanide complex exhibiting multiple solid-state molecular arrangements and luminescent mechanochromism
A meta-disubstituted aryl gold isocyanide complex showing pseudopolymorphism exhibit various emission properties. These pseudopolymorphs also show reversible luminescent mechanochromism.
Mater. Chem. Front., 2018,2, 1195-1200
https://doi.org/10.1039/C8QM00074C
A dendrimer emitter doped in a dendrimer host: efficient thermally activated delayed fluorescence OLEDs with fully-solution processed organic-layers
TADF OLEDs with fully solution-processed organic-layers with all dendrimer emitting layers that exhibit 16.1% external quantum efficiency.
Mater. Chem. Front., 2018,2, 1097-1103
https://doi.org/10.1039/C7QM00579B
Pressure-induced Mott-insulator–metal crossover at ambient temperature in an overexpanded fulleride
The Mott-insulator–metal transition in A3C60 fullerides is traversed at ambient temperature through the application of external pressure.
Mater. Chem. Front., 2018,2, 993-998
https://doi.org/10.1039/C8QM00048D
An ester-substituted polyfluorene derivative for light-emitting electrochemical cells: bright blue emission and its application in a host–guest system
Ester substitution realized phase compatible film blends of a polymer and an ionic liquid for bright light-emitting electrochemical cells.
Mater. Chem. Front., 2018,2, 952-958
https://doi.org/10.1039/C7QM00623C
Thermal and optical properties of multiblock macrocycles with hysteretic polymorphic transition
The thermal phase transition properties of macrocyclic molecules 1 and 2 consisting of aromatic 1,4-bis(phenylethynyl)benzene (BPEB) components and tetraethylene glycol (TEG) chains were investigated.
Mater. Chem. Front., 2018,2, 969-974
https://doi.org/10.1039/C7QM00621G
Synthesis and properties of spiro-type heterasumanenes containing group 14 elements as bridging atoms
Spiro-type heterasumanenes composed of two triphenylenodithiophene units and group 14 bridging atoms were synthesized by stepwise lithiations of hexaalkoxytriphenylene derivatives and treatment with heteroatom reagents.
Mater. Chem. Front., 2018,2, 929-934
https://doi.org/10.1039/C7QM00590C
Electron-transporting foldable alternating copolymers of perylenediimide and flexible macromolecular chains
Folding behaviours in solution, solid-state structure, and electron mobility are clarified for newly-synthesized alternating copolymers of perylenediimide and flexible chains.
Mater. Chem. Front., 2018,2, 718-729
https://doi.org/10.1039/C7QM00616K
Highly efficient transformation of linear poly(phenylene ethynylene)s into zigzag-shaped π-conjugated microporous polymers through boron-mediated alkyne benzannulation
Linear poly(phenylene ethynylene)s are directly converted into zigzag-shaped π-conjugated microporous polymers.
Mater. Chem. Front., 2018,2, 807-814
https://doi.org/10.1039/C7QM00582B
Theoretical study on the gigantic effect of external static electric field application on the nonlinear optical properties of 1,2,3,5-dithiadiazolyl π-radical dimers
The promising potential of π-radical dithiadiazolyl dimers as a novel class of highly-active external-field-driven NLO switches.
Mater. Chem. Front., 2018,2, 785-790
https://doi.org/10.1039/C7QM00549K
Synthesis of optically active π-stacked compounds based on planar chiral tetrasubstituted [2.2]paracyclophane
Optically active X-shaped compounds based on planar chiral [2.2]paracyclophane, consisting of two different π-electron systems stacked, were synthesized.
Mater. Chem. Front., 2018,2, 791-795
https://doi.org/10.1039/C7QM00613F
Crystal structure and physical properties of radical cation salt based on 4,5-ethylenedioxy-4′-iodotetrathiafulvalene (EDO-TTF-I) with iodine bonding ability
The radical cation salt of 4,5-ethylenedioxy-4′-iodotetrathiafulvalene possessing iodine bonding ability afforded the β′-type molecular arrangement in dimerized Mott insulating state.
Mater. Chem. Front., 2018,2, 752-759
https://doi.org/10.1039/C7QM00575J
High-efficiency ultrapure green organic light-emitting diodes
Efficient ultrapure green OLEDs were demonstrated by using a platinum complex (PtN7N) and a top emitting structure.
Mater. Chem. Front., 2018,2, 704-709
https://doi.org/10.1039/C7QM00588A
A helically-twisted ladder based on 9,9′-bifluorenylidene: synthesis, characterization, and carrier-transport properties
We synthesized a ladder-shaped 9,9′-bifluorenylidene cyclic dimer (CBF), in which the two 9,9′-bifluorenylidene units are connected directly with two covalent bonds.
Mater. Chem. Front., 2018,2, 780-784
https://doi.org/10.1039/C7QM00583K
On-surface synthesis of graphene clusters from a Z-bar-linkage precursor with quaterphenyl branches
Graphene clusters were fabricated from a quaterphenyl-branched “Z-bar-linkage” precursor, following intramolecular and intermolecular fusion.
Mater. Chem. Front., 2018,2, 775-779
https://doi.org/10.1039/C7QM00577F
Orbital-specific electronic interaction in crystalline films of iron phthalocyanine grown on Au(111) probed by angle-resolved photoemission spectroscopy
Orbital-specific electronic interaction as a key to understanding unique molecular electronic and magnetic properties.
Mater. Chem. Front., 2018,2, 609-614
https://doi.org/10.1039/C7QM00558J
Solid-state self-inclusion complexation behaviour of a pillar[5]arene-based host–guest conjugate
A host–guest conjugate consisting of a pillar[5]arene and an ethylene moiety containing a triazole group at one end and a perfluorooctyl group at the other end displayed unusual real-time scale solid-state self-inclusion complexation behaviour.
Mater. Chem. Front., 2018,2, 597-602
https://doi.org/10.1039/C7QM00553A
A phenol-fused tetrathiafulvalene: modulation of hydrogen-bond patterns and electrical conductivity in the charge-transfer salt
Elimination of one hydroxy group from a tetrathiafulvalene derivative changed hydrogen-bond patterns in the charge-transfer salt, leading to improved conductivity.
Mater. Chem. Front., 2018,2, 566-572
https://doi.org/10.1039/C7QM00574A
A direct synthetic method for (nitronyl nitroxide)-substituted π-electronic compounds via a palladium-catalyzed cross-coupling reaction with a zinc complex
We have developed an efficient synthetic method for (nitronyl nitroxide)-substituted π-electronic compounds via palladium-catalyzed cross-coupling reactions with a zinc complex of the parent nitronyl nitroxide radical anion.
Mater. Chem. Front., 2018,2, 591-596
https://doi.org/10.1039/C7QM00565B
A circularly polarized luminescent organogel based on a Pt(II) complex possessing phenylisoxazoles
A CPL-active organogel was synthesized based on a helical stacked assembly of a Pt(II) phenylbipyridine complex possessing phenylisoxazoles.
Mater. Chem. Front., 2018,2, 468-474
https://doi.org/10.1039/C7QM00564D
Tris(2-hydroxyphenyl)triazasumanene: bowl-shaped excited-state intramolecular proton transfer (ESIPT) fluorophore coupled with aggregation-induced enhanced emission (AIEE)
Tris(2-hydroxyphenyl)triazasumanene ((A)-(+)-1), a bowl-shaped molecule, which possesses 2-(2′-hydroxyphenyl)pyridine moieties, was successfully synthesised.
Mater. Chem. Front., 2018,2, 514-519
https://doi.org/10.1039/C7QM00530J
Rhodium-mediated enantioselective synthesis of a benzopicene-based phospha[9]helicene: the structure–property relationship of triphenylene- and benzopicene-based carbo- and phosphahelicenes
The enantioselective synthesis of a phospha[9]helicene with a bibenzopicene skeleton has been achieved via the rhodium-mediated intermolecular [2+2+2] cycloaddition of a binaphthyl-linked tetrayne with a phosphorus-linked diyne.
Mater. Chem. Front., 2018,2, 585-590
https://doi.org/10.1039/C7QM00581D
Synthesis and properties of a twin donor molecule composed of cofacially stacked dihydrodiazapentacenes
A clip-shaped donor–acceptor–donor (D–A–D) molecule has been prepared with 6,13-dihydro-6,13-diazapentacene (DHDAP) as a building unit.
Mater. Chem. Front., 2018,2, 530-536
https://doi.org/10.1039/C7QM00563F
Metamagnetism with TN = 97 K in a layered assembly of paddlewheel [Ru2] units and TCNQ: an empirical rule for interlayer distances determining the magnetic ground state
A new layered antiferromagnet was synthesized from the reaction of a paddlewheel diruthenium(II,II) complex with a TCNQ derivative. The complex has a short interlayer distance and forms part of a series of layered antiferromagnets.
Mater. Chem. Front., 2018,2, 497-504
https://doi.org/10.1039/C7QM00534B
Use of silylmethoxy groups as inducers of efficient room temperature phosphorescence from precious-metal-free organic luminophores
Crystals of and PMMA films doped with 2,5-bis(silylmethoxy)-1,4-diaroylbenzenes exhibit efficient green phosphorescence at room temperature.
Mater. Chem. Front., 2018,2, 347-354
https://doi.org/10.1039/C7QM00524E
Sterically crowded hydrogen-bonded hexagonal network frameworks
TpMe and TpF with substituents at the ortho-positions of carboxy groups were synthesized and revealed substituent effects on molecular assembly.
Mater. Chem. Front., 2018,2, 338-346
https://doi.org/10.1039/C7QM00544J
Aggregation-responsive ON–OFF–ON fluorescence-switching behaviour of twisted tetrakis(benzo[b]furyl)ethene made by hafnium-mediated McMurry coupling
A new type of molecule tetrakis(benzo[b]furyl)ethene (TBFE) undergoes two-wavelength ON–OFF–ON three-stage fluorescence switching triggered by aggregation.
Mater. Chem. Front., 2018,2, 296-299
https://doi.org/10.1039/C7QM00453B
FRET-mediated near infrared whispering gallery modes: studies on the relevance of intracavity energy transfer with Q-factors
NIR WGM resonators are fabricated from energy-donating and accepting conjugated polymers.
Mater. Chem. Front., 2018,2, 270-274
https://doi.org/10.1039/C7QM00498B
Hole-transporting materials based on thiophene-fused arenes from sulfur-mediated thienannulations
Thiophene-fused arenes were synthesized by sulfur-mediated simple thienannulation reactions and applied to hole-transporting materials in perovskite solar cells.
Mater. Chem. Front., 2018,2, 275-280
https://doi.org/10.1039/C7QM00473G
Water-induced self-assembly of an amphiphilic perylene bisimide dyad into vesicles, fibers, coils, and rings
Bestowing amphiphilicity to specifically designed perylene bisimide dyads enables diverse self-assembly pathways in aqueous media.
Mater. Chem. Front., 2018,2, 171-179
https://doi.org/10.1039/C7QM00494J
Blackening of aza-BODIPY analogues by simple dimerization: panchromatic absorption of a pyrrolopyrrole aza-BODIPY dimer
Dimerization of the so-called pyrrolopyrrole aza-BODIPY via a bithienyl linkage led to the creation of a novel black dye with dual emission and panchromatic absorption properties in the Vis/NIR region.
Mater. Chem. Front., 2018,2, 112-120
https://doi.org/10.1039/C7QM00438A
Control of the electrochemical and photophysical properties of N-substituted benzo[ghi]perylene derivatives
Orientation of the lone-pair of electron-dependent electrochemical and photophysical properties were successfully observed by using a series of N-substituted benzo[ghi]perylene derivatives.
Mater. Chem. Front., 2017,1, 2299-2308
https://doi.org/10.1039/C7QM00301C
Direct amination of the antiaromatic NiII norcorrole
The introduction of amino-substituents to an antiaromatic NiII norcorrole complex was accomplished regioselectively upon simple treatment with various amines without any catalysts. The optical and electrochemical properties of the amino norcorroles were substantially modulated by electron-donating amino groups.
Mater. Chem. Front., 2017,1, 1853-1857
https://doi.org/10.1039/C7QM00176B
Dynamic molecular assemblies toward a new frontier in materials chemistry
Dynamic molecular assemblies with protonic, ionic, and molecular motions can be coupled with intrinsic π-electronic functions, offering a new direction in the future of materials chemistry.
Mater. Chem. Front., 2018,2, 1064-1073
https://doi.org/10.1039/C7QM00603A
Synthesis and properties of open-cage fullerene C60 derivatives: impact of the extended π-conjugation
Novel open-cage fullerene C60 derivatives with extended π-conjugation bearing thiophene rings exhibit long wavelength absorption due to characteristic intramolecular charge transfer transitions.
Mater. Chem. Front., 2018,2, 206-213
https://doi.org/10.1039/C7QM00449D
Single-molecule junctions of π molecules
An investigation on a single-molecule junction reveals the intrinsic properties of a π molecule without the effect of intermolecular interaction and also uncovers its unique properties.
Mater. Chem. Front., 2018,2, 214-218
https://doi.org/10.1039/C7QM00459A
About this collection
Materials Chemistry Frontiers is delighted to publish the collection of articles on “Pi conjugated system bricolage (figuration) toward functional organic molecular systems”, guest edited by Takanori Fukushima (Tokyo Institute of Techonolgy) and Tomoyuki Akutagawa (Tohoku University).
π-Electronic molecules, displaying electronic, optical, and magnetic functions, have played critical roles not only in fundamental chemistry but also in diverse research areas from materials to life sciences. Aim of this themed collection is to showcase the very recent efforts in creating superb π-electronic materials and functions as well as exploring new phenomena based on the design concept of “π-figuration”. Topics include but are not limited to:
· Development of novel molecular frameworks that provide the basis for the π-figuration concept by utilizing state-of-the-art organic synthesis
· Development of functional π-electronic molecular assemblies at many length scales by utilizing state-of-the-art supramolecular and polymer chemistry
· Prediction, design, and revelation of functions of the new π-electronic materials by utilizing state-of-the-art theory, computational, and measurement techniques
More articles will be added into the collection as soon as published.