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1,3-Bis(2,4-difluorophenyl)imidazolium chloride is an imidazolium salt synthesized via a one-pot condensation of 2,4-difluoroaniline with glyoxal and formaldehyde. It serves as a precursor for bis-cyclometalated N-heterocyclic carbene (NHC) complexes, particularly in reactions with transition metals like ruthenium and iridium to form catalytically active species. 1,3-bis(2,4-difluorophenyl)imidazolium chloride's fluorinated aryl groups enhance its utility in generating stable metal-carbene complexes, as demonstrated by its conversion into cyclometalated ruthenium and iridium carbonyl complexes.

1355360-26-7

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1355360-26-7 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 1355360-26-7 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,3,5,5,3,6 and 0 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 1355360-26:
(9*1)+(8*3)+(7*5)+(6*5)+(5*3)+(4*6)+(3*0)+(2*2)+(1*6)=147
147 % 10 = 7
So 1355360-26-7 is a valid CAS Registry Number.

1355360-26-7Downstream Products

1355360-26-7Relevant academic research and scientific papers

Solvent effects in gold-catalysed A3-coupling reactions

Price, Gregory A.,Brisdon, Alan K.,Flower, Kevin R.,Pritchard, Robin G.,Quayle, Peter

, p. 151 - 154 (2014)

Gold-catalysed A3-reactions proceed efficiently when conducted in 2,2,2-trifluoroethanol as solvent. The rates of these reactions are accelerated considerably when conducted in a microwave reactor.

Bis-cyclometalation of fluorinated N-aryl NHCs

Harding, Duncan A. J.,Hope, Eric G.,Singh, Kuldip,Solan, Gregory A.

, p. 1518 - 1523 (2012)

The new imidazolium salts N,N′-bisfluoroarylimidazolium chloride (fluoroaryl = 4-fluorophenyl (1), 2,4-difluorophenyl (2), 2,4,6-trifluorophenyl (3)) have been prepared by the one-pot condensation of the appropriate aniline with glyoxal and formaldehyde. Reaction of the salts (1, 2) with [RuF 2(CO)3]4 and [IrF3(CO)3] in the presence of KOtBu generated the bis-cyclometalated carbene carbonyl complexes [IrCl(CO){η2-1-(C6H 4-4-F)-3-(C6H3-4-F)C3H 2N2}2] (4), [Ru(CO)2{η 2-1-(C6H4-4-F)-3-(C6H 3-4-F)C3H2N2}2] (5), and [Ru(CO)2{η2-1-(C6H3-2,4-F 2)-3-(C6H2-2,4-F2)C 3H2N2}2] (6), which have been structurally characterized.

Simple nmr predictors of catalytic hydrogenation activity for [rh(cod)cl(nhc)] complexes featuring fluorinated nhc ligands

Jamil, Mohamad Shazwan Shah,Alkaabi, Sultan,Brisdon, Alan K.

, p. 9317 - 9327 (2019/07/04)

A series of imidazolium salts precursors for N-heterocyclic carbenes (NHCs) featuring fluoroaryl substituents have been prepared along with their selenides and rhodium complexes. Tests of the catalytic activity of the [Rh(cod)Cl(NHC)] complexes in the tra

Some insights into the gold-catalysed A3-coupling reaction

Price, Gregory A.,Brisdon, Alan K.,Randall, Simon,Lewis, Edward,Whittaker, Daniel M.,Pritchard, Robin G.,Muryn, Chris A.,Flower, Kevin R.,Quayle, Peter

supporting information, p. 251 - 262 (2017/07/06)

A series of cyclometallated and functionalised NHC gold(I) and gold(III) complexes, many of which feature chiral ligands, and their application to A3-coupling reactions is presented. Gold(III) complexes were found to be particularly effective catalysts for the coupling in a range of solvents, however no asymmetric induction was obtained when using chiral gold complexes and the rate of product formation was found to be similar even when using different ligand systems. In-situ NMR analysis of these reactions indicates that decomposition of the catalyst occurs during the course of the reaction while TEM studies revealed the presence of gold nanoparticles in crude reaction mixtures. Taken together these data suggest that the gold nanoparticles, rather than the intact gold complexes, could be the catalytically active species, and if so this may have significant implications for other gold-catalysed systems.

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