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Themed collection Fluorine

40 items
Editorial

Fluorine

Welcome to this themed issue of Dalton Transactions entitled ‘Fluorine’.

Graphical abstract: Fluorine
From the themed collection: Fluorine
Open Access Perspective

Gold trifluoromethyl complexes

This Perspective reviews the synthesis, structure, reactivity and applications of gold trifluoromethyl complexes. The recently reported reactions of gold(III) trifluoromethyl complexes with potential application in synthesis are discussed.

Graphical abstract: Gold trifluoromethyl complexes
From the themed collection: Fluorine
Open Access Perspective

The non-aqueous fluorolytic sol–gel synthesis of nanoscaled metal fluorides

Nanoscopic metal fluorides with new applications.

Graphical abstract: The non-aqueous fluorolytic sol–gel synthesis of nanoscaled metal fluorides
From the themed collection: Fluorine
Communication

Chemo-, regio-, and stereo-selective perfluoroalkylations by a Grignard complex with zirconocene

The unique reactivity and high selectivity of the zirconocene-hybridized heterobimetallic perfluoalkyl Grignard reagents can be employed for efficient and highly selective nucleophilic perfluoroalkylation of carbonyl compounds and epoxides, in particular.

Graphical abstract: Chemo-, regio-, and stereo-selective perfluoroalkylations by a Grignard complex with zirconocene
From the themed collection: Fluorine
Communication

Catalytic defluorinative [3 + 2] cycloaddition of trifluoromethylalkenes with alkynes via reduction of nickel(II) fluoride species

A catalytic synthesis of 2-fluoro-1,3-cyclopentadienes was achieved via [3 + 2] cycloaddition of 2-trifluoromethyl-1-alkenes and alkynes using a nickel catalyst and a diboron-based ternary additive system.

Graphical abstract: Catalytic defluorinative [3 + 2] cycloaddition of trifluoromethylalkenes with alkynes via reduction of nickel(ii) fluoride species
From the themed collection: Fluorine
Communication

Reactions of allyl alcohols and boronic acids with trifluoromethanesulfonyl hypervalent iodonium ylide under copper-catalysis

Trifluoromethylsulfinyl 3 and trifluoromethylthio 5 compounds are independently obtained by using the sulfone-type reagent 1 under Cu catalysis.

Graphical abstract: Reactions of allyl alcohols and boronic acids with trifluoromethanesulfonyl hypervalent iodonium ylide under copper-catalysis
From the themed collection: Fluorine
Communication

Synthesis and optical properties of subphthalocyanine homo- and heterodimers axially connected via a hydroquinone linker

The electron transfer process between subphthalocyanines differs depending on the o-, m-, and p-geometries of the hydroquinone linker.

Graphical abstract: Synthesis and optical properties of subphthalocyanine homo- and heterodimers axially connected via a hydroquinone linker
From the themed collection: Fluorine
Open Access Communication

Organotrifluoroborates as attractive self-assembling systems: the case of bifunctional dipotassium phenylene-1,4-bis(trifluoroborate)

A multitude of non-covalent interactions, investigated by X-ray crystallography and computational chemistry techniques, proved to be responsible of the spontaneous self-assembly of a bis(trifluoroborate) dipotassium salt.

Graphical abstract: Organotrifluoroborates as attractive self-assembling systems: the case of bifunctional dipotassium phenylene-1,4-bis(trifluoroborate)
From the themed collection: Fluorine
Communication

Accessing perfluoroalkyl nickel(II), (III), and (IV) complexes bearing a readily attached [C4F8] ligand

The [C4F8] ligand supports a family of related fluoroalkyl nickel complexes spanning the +2 to +4 oxidation states.

Graphical abstract: Accessing perfluoroalkyl nickel(ii), (iii), and (iv) complexes bearing a readily attached [C4F8] ligand
From the themed collection: Fluorine
Paper

Supramolecular aggregation of Ni(salen) with (C6F5)2Hg and [o-C6F4Hg]3

Organomercurials (C6F5)2Hg and [o-C6F4Hg]3 interact with Ni(II)-salen to form adducts held by arene-perfluoroarene and hydrogen bonding interactions, as well as interactions between Hg, the salen ligand, and Ni.

Graphical abstract: Supramolecular aggregation of Ni(salen) with (C6F5)2Hg and [o-C6F4Hg]3
Open Access Paper

A combined quantum-chemical and matrix-isolation study on molecular manganese fluorides

Molecular manganese fluorides were studied in solid neon, argon and fluorine using IR spectroscopy and quantum-chemical calculations at DFT and CCSD(T) levels.

Graphical abstract: A combined quantum-chemical and matrix-isolation study on molecular manganese fluorides
From the themed collection: Fluorine
Paper

A fluorosurfactant and photoreducible CuII-tren click catalyst: surfactant and catalytic properties at liquid/liquid interfaces

The fluorous copper(II)-tren complex 2 is a powerful surfactant which strongly reduces the perfluorodecalin/water and diisopropyl ether/water interface tensions. When photoreduced by light it catalyzes the Huisgen click cycloaddition.

Graphical abstract: A fluorosurfactant and photoreducible CuII-tren click catalyst: surfactant and catalytic properties at liquid/liquid interfaces
From the themed collection: Fluorine
Paper

Approaches to prepare perfluoroalkyl and pentafluorophenyl copper couples for cross-coupling reactions with organohalogen compounds

Synthesis of perfluoroorgano copper lithium and silver couples.

Graphical abstract: Approaches to prepare perfluoroalkyl and pentafluorophenyl copper couples for cross-coupling reactions with organohalogen compounds
From the themed collection: Fluorine
Paper

Functionalization of Zr-based MOFs with alkyl and perfluoroalkyl groups: the effect on the water sorption behavior

The influence of organic functional groups (fluorinated versus non-fluorinated) on the hydrophilic/hydrophobic balance of MOFs has been studied.

Graphical abstract: Functionalization of Zr-based MOFs with alkyl and perfluoroalkyl groups: the effect on the water sorption behavior
From the themed collection: Fluorine
Paper

Iron-catalyzed electrochemical C–H perfluoroalkylation of arenes

A new iron-catalyzed reaction for the coupling of perfluoroalkyl iodides with aromatic substrates is described.

Graphical abstract: Iron-catalyzed electrochemical C–H perfluoroalkylation of arenes
From the themed collection: Fluorine
Open Access Paper

Optimisation of a sol–gel synthesis route for the preparation of MgF2 particles for a large scale coating process

Preparation of transparent and low viscous MgF2 sols via sol–gel technique which can be applied for antireflective coatings on glass substrates is described.

Graphical abstract: Optimisation of a sol–gel synthesis route for the preparation of MgF2 particles for a large scale coating process
From the themed collection: Fluorine
Paper

Brønsted acid-promoted C–F bond activation in [P,S]-ligated neutral and anionic perfluoronickelacyclopentanes

Bidentate phosphinothiol ligand induces C–F bond functionalization in perfluoronickelacycles.

Graphical abstract: Brønsted acid-promoted C–F bond activation in [P,S]-ligated neutral and anionic perfluoronickelacyclopentanes
From the themed collection: Fluorine
Paper

Structure investigations on oxygen fluorides

The solid state structures of O2F2 and OF2 resemble those in the gaseous state. Attempts to isolate the proposed (O2+)2PdF62− from O2F in HF result in the formation of (O2+H3Pd2F12)n.

Graphical abstract: Structure investigations on oxygen fluorides
From the themed collection: Fluorine
Paper

Transition metal complexes bearing NHC ligands substituted with secondary polyfluoroalkyl groups

Silver and palladium complexes bearing dihydroimidazolylidene or imidazolidinylidene NHC ligands substituted with racemic secondary polyfluoroalkyl groups were synthesized.

Graphical abstract: Transition metal complexes bearing NHC ligands substituted with secondary polyfluoroalkyl groups
From the themed collection: Fluorine
Paper

Reactivity of platinum alkyne complexes towards N-fluorobenzenesulfonimide: formation of platinum compounds bearing a β-fluorovinyl ligand

Fluorination reactions at platinum(0) alkyne complexes with N-fluorobenzenesulfonimide (NFSI) occur either at the metal centre or at the metal bound alkyne to give β-fluorovinyl complexes.

Graphical abstract: Reactivity of platinum alkyne complexes towards N-fluorobenzenesulfonimide: formation of platinum compounds bearing a β-fluorovinyl ligand
From the themed collection: Fluorine
Paper

The structure of trimethyltin fluoride

Contrary to previous reports, trimethyltin fluoride was shown to adopt a linear chain structure with symmetric fluorine bridges in the solid state.

Graphical abstract: The structure of trimethyltin fluoride
From the themed collection: Fluorine
Paper

Isocyanate deinsertion from κ1-O amidates: facile access to perfluoroaryl rhodium(I) complexes

Perfluorophenyl-subsituted amidates undergo unprecedented C6F5 migration to Rh(I) on heating, providing a new route to Rh-C6F5 organometallic fragments.

Graphical abstract: Isocyanate deinsertion from κ1-O amidates: facile access to perfluoroaryl rhodium(i) complexes
From the themed collection: Fluorine
Paper

Salts of highly fluorinated weakly coordinating anions as versatile precursors towards hydrogen storage materials

Metathetic reactions using salts of highly-fluorinated weakly coordinating anions permit synthesis of high-purity hydrogen storage materials.

Graphical abstract: Salts of highly fluorinated weakly coordinating anions as versatile precursors towards hydrogen storage materials
From the themed collection: Fluorine
Paper

Highly electron-poor Buchwald-type ligand: application for Pd-catalysed direct arylation of thiophene derivatives and theoretical consideration of the secondary Pd0–arene interaction

Highly electron-poor SPhos ligands stabilised the Pd complex by secondary Pd0–arene interaction.

Graphical abstract: Highly electron-poor Buchwald-type ligand: application for Pd-catalysed direct arylation of thiophene derivatives and theoretical consideration of the secondary Pd0–arene interaction
From the themed collection: Fluorine
Paper

Phase and redox shifted four iron/four sulfur clusters: fluorous analogs of metalloenzyme cofactors

The title compounds, [Q]2[Fe4S4(S(CH2)nRf8)4], feature dianions with four fluorous thiolate ligands and cations that are non-fluorous, “light fluorous”, or “heavy fluorous”; fluorous/organic partition coefficients can reach >93 : <7.

Graphical abstract: Phase and redox shifted four iron/four sulfur clusters: fluorous analogs of metalloenzyme cofactors
From the themed collection: Fluorine
Paper

Perfluoropropenyl-containing phosphines from HFC replacements

From HFC replacements CF3CF2CH2F and Z-CF3CF[double bond, length as m-dash]CFH new E-perfluoropropenyl phosphine ligands are prepared, including the first perfluoroalkenyl bidentate phosphine, (E-CF3CF[double bond, length as m-dash]CF)2PCH2CH2(E-CF[double bond, length as m-dash]CFCF3)2.

Graphical abstract: Perfluoropropenyl-containing phosphines from HFC replacements
From the themed collection: Fluorine
Paper

What causes the weakest host to act as the strongest one? A theoretical study on the host–guest chemistry of five azacryptands and fluoride anions

Among five studied hosts, the one having the lowest attractive interaction with a fluoride anion shows the highest selectivity in solution due to reduced solvent hindrance.

Graphical abstract: What causes the weakest host to act as the strongest one? A theoretical study on the host–guest chemistry of five azacryptands and fluoride anions
From the themed collection: Fluorine
Paper

Fluoride solid electrolytes: investigation of the tysonite-type solid solutions La1−xBaxF3−x (x < 0.15)

La1−xBaxF3−x solid solutions for x < 0.15 were prepared by solid state synthesis in a platinum tube under an nitrogen atmosphere with subsequent quenching for 0.07 ≤ x < 0.15.

Graphical abstract: Fluoride solid electrolytes: investigation of the tysonite-type solid solutions La1−xBaxF3−x (x < 0.15)
From the themed collection: Fluorine
Paper

AgPO2F2 and Ag9(PO2F2)14: the first Ag(I) and Ag(I)/Ag(II) difluorophosphates with complex crystal structures

Detailed characterization is presented of novel AgPO2F2 and AgI4AgII5(PO2F2)14 salts including their complex crystal structures and thermal decomposition.

Graphical abstract: AgPO2F2 and Ag9(PO2F2)14: the first Ag(i) and Ag(i)/Ag(ii) difluorophosphates with complex crystal structures
From the themed collection: Fluorine
Paper

Brønsted acid-catalyzed 1,2-fluorine migration with fluoroepoxides

An efficient 1,2-fluorine migration reaction was realized under Brønsted acid catalysis in the absence of an external fluorinating source. The high fluorine atom economy and very mild conditions make this reaction a promising protocol for the construction of the C–F bond.

Graphical abstract: Brønsted acid-catalyzed 1,2-fluorine migration with fluoroepoxides
From the themed collection: Fluorine
Paper

Synthesis, structure, and reactivity of iridium perfluorocarbene complexes: regio- and stereo-specific addition of HCl across a metal carbon double bond

Addition of HCl to perfluorocarbene complexes of iridium occurs regiospecifically and stereospecifically.

Graphical abstract: Synthesis, structure, and reactivity of iridium perfluorocarbene complexes: regio- and stereo-specific addition of HCl across a metal carbon double bond
From the themed collection: Fluorine
Paper

C–F sp2 bond functionalization mediated by niobium complexes

The functionalization of fluorobenzene is described via insertion of isocyanide after the oxidative addition of the C–F bond.

Graphical abstract: C–F sp2 bond functionalization mediated by niobium complexes
From the themed collection: Fluorine
Paper

Stoichiometric and catalytic C–F bond activation by the trans-dihydride NHC complex [Ru(IEt2Me2)2(PPh3)2H2] (IEt2Me2 = 1,3-diethyl-4,5-dimethylimidazol-2-ylidene)

Multiple catalytic hydrodefluorination steps take place with the trans-dihydride complex [Ru(IEt2Me2)2(PPh3)2H2] (1), taking C6F6 to tri-, di- and mono-fluorobenzenes.

Graphical abstract: Stoichiometric and catalytic C–F bond activation by the trans-dihydride NHC complex [Ru(IEt2Me2)2(PPh3)2H2] (IEt2Me2 = 1,3-diethyl-4,5-dimethylimidazol-2-ylidene)
From the themed collection: Fluorine
Open Access Paper

Axial fluoride binding by lanthanide DTMA complexes alters the local crystal field, resulting in dramatic spectroscopic changes

Dramatic changes are observed in both the NMR and luminescence spectra of LnDTMA complexes on addition of fluoride, consistent with a change in the nature of the magnetic anisotropy at the paramagnetic lanthanide centre.

Graphical abstract: Axial fluoride binding by lanthanide DTMA complexes alters the local crystal field, resulting in dramatic spectroscopic changes
From the themed collection: In celebration of Paul Beer’s 60th Birthday
Paper

Kinetico-mechanistic studies on the formation of seven-membered [C,N]-platinacycles: the effect of methyl or fluoro substituents on the aryl ancillary ligands

The rate determining step for the formation of seven-membered platinacycles from cyclometallated Pt(IV) aryl complexes is determined by the nature of the substituents on the aryl groups.

Graphical abstract: Kinetico-mechanistic studies on the formation of seven-membered [C,N]-platinacycles: the effect of methyl or fluoro substituents on the aryl ancillary ligands
From the themed collection: Fluorine
Paper

Synthesis of new asymmetric substituted boron amidines – reactions with CO and transfer hydrogenations of phenylacetylene

Formation of amidine–BH(C6F5)2 adducts and their thermal dehydrogenation, CO uptake to form five-membered cyclic compounds and stoichiometric transfer hydrogenation toward phenylacetylene.

Graphical abstract: Synthesis of new asymmetric substituted boron amidines – reactions with CO and transfer hydrogenations of phenylacetylene
From the themed collection: Fluorine
Paper

Polyfluorinated carba-closo-dodecaboranes with amino and ammonio substituents bonded to boron

The three isoelectronic inner salts 1-H-x-H3N-closo-1-CB11F10 (x = 12, 7, 2) are accessible by fluorination of x-H3N-closo-1-CB11H11 (x = 12, 2) and 7-H3N-12-F-closo-1-CB11H10, respectively. Deprotonation of the decafluorinated ammoniocarba-closo-dodecaboranes yields the corresponding aminocarba-closo-dodecaborate anions [1-H-x-H2N-closo-1-CB11F10] (x = 12, 7, 2).

Graphical abstract: Polyfluorinated carba-closo-dodecaboranes with amino and ammonio substituents bonded to boron
From the themed collection: Fluorine
Paper

A (pentafluoroethyl)(trifluoromethyl)carbene complex of iridium and reductive activation of its sp3 α, β, and γ carbon–fluorine bonds to give perfluoro-2-butyne, perfluoro-1,2,3-butatriene and perfluoro-1-irida-2-methyl-2-cyclobutene) complexes

Inner-sphere reduction of a (pentafluoroethyl)(trifluoromethyl)carbene ligand affords perfluorobutyne, perfluorobutatriene and perfluorometallacyclobutene ligands.

Graphical abstract: A (pentafluoroethyl)(trifluoromethyl)carbene complex of iridium and reductive activation of its sp3 α, β, and γ carbon–fluorine bonds to give perfluoro-2-butyne, perfluoro-1,2,3-butatriene and perfluoro-1-irida-2-methyl-2-cyclobutene) complexes
From the themed collection: Fluorine
Paper

P-Trifluoromethyl ligands derived from Josiphos in the Ir-catalysed hydrogenation of 3,4-dihydroisoquinoline hydrochlorides

Ferrocenyl phosphines containing a stereogenic P-CF3 group show improved selectivities in the Ir-catalysed hydrogenation of dihydroisoquinolinium derivatives.

Graphical abstract: P-Trifluoromethyl ligands derived from Josiphos in the Ir-catalysed hydrogenation of 3,4-dihydroisoquinoline hydrochlorides
From the themed collection: Fluorine
Paper

Aryl-BIAN-ligated silver(I) trifluoromethoxide complex

The complex (Aryl-BIAN)AgOCF3 has been synthesised and structurally characterised. The reactivity towards trifluoromethoxylation of benzyl bromides has also been examined.

Graphical abstract: Aryl-BIAN-ligated silver(i) trifluoromethoxide complex
From the themed collection: Fluorine
40 items

About this collection

Guest Edited by Professor Jennifer Love (University of British Columbia), this issue focuses on all applications of fluorine in inorganic chemistry, including: organometallic and coordination complexes using fluorinated ligands, metal-catalysed and metal-mediated fluorination and C–F activation reactions, main group fluoride compounds, solid state metal fluorides, molecular fluoride complexes and materials for fluoride sensing and anion binding.

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