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N,N'-bis(2,6-bis(diphenylmethyl)-4-methoxyphenyl)imidazolium chloride

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N,N'-bis(2,6-bis(diphenylmethyl)-4-methoxyphenyl)imidazolium chloride Basic information

Product Name:
N,N'-bis(2,6-bis(diphenylmethyl)-4-methoxyphenyl)imidazolium chloride
Synonyms:
  • IPr*OMeHCl
  • N,N'-bis(2,6-bis(diphenylmethyl)-4-methoxyphenyl)imidazolium chloride
  • 1,3-Bis(2,6-dibenzhydryl-4-methoxyphenyl)-1H-imidazol-3-ium chloride
  • 1H-Imidazolium, 1,3-bis[2,6-bis(diphenylmethyl)-4-methoxyphenyl]-, chloride
  • 1,3-Bis[2,6-bis(diphenylmethyl)-4-methoxyphenyl]-1H-Imidazolium chloride
  • N,N'-bis(2,6-bis(diphenylmethyl)-4-methoxyphenyl)imidazolium chloride
CAS:
1416368-03-0
MF:
C69H57ClN2O2
MW:
981.68
Mol File:
1416368-03-0.mol
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N,N'-bis(2,6-bis(diphenylmethyl)-4-methoxyphenyl)imidazolium chloride Usage And Synthesis

Description

N,N'-bis(2,6-bis(diphenylmethyl)-4-methoxyphenyl)imidazolium chloride is also known as1,3-Bis(2,6-Dibenzhydryl-4-Methoxyphenyl)-1H-Imidazol-3-Ium Chloride or IPr*OMe·HCl. It is a derivative of IPr*(1,3-bis(2,6-bis(diphenylmethyl)-4-methylphenyl)imidazo-2-ylidene). IPr* and its derivatives have been shown to be helpful for the stabilization of catalytically active species.

Preparation

The synthesis begins with a solvent-free condensation of p-Anisidine and benzhydrol in the presence of HClconc. and ZnCl2. Then, the generated aniline was transformed into the diimine under acidic conditions using glyoxal and MgSO4 as a water abstractor. Subsequently, the cyclization towards the formation of the imidazolium salt was achieved with moderate yields by the use of p-formaldehyde under acidic conditions, assisted by the presence of ZnCl2 as a templating agent to obtain N,N'-bis(2,6-bis(diphenylmethyl)-4-methoxyphenyl)imidazolium chloride.

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