Unprecedented long-range 1,7-bromination in gold complexes of N-(aryl)imino functionalized N-heterocyclic carbenes

Manoja K. Samantaray, Keliang Pang, Mobin M. Shaikh, Prasenjit Ghosh*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

23 Scopus citations

Abstract

An unique long-range 1,7-bromination reaction is observed in gold(iii) complexes of N-(aryl)imino functionalized N-heterocyclic carbene with the bromination occurring at two different carbon (sp2 and sp 3) centers spatially separated by ca. 6.4 Å but existing in extended conjugation to each other. In particular, the unusual distant 1,7-brominated gold(iii) complexes [1-R-3-{N-(p-bromo-2,6-di-i- propylphenylimino)-2-phenyl-1-bromoethyl}imidazol-2-ylidene]AuBr3 [R = Me (1d), i-Pr (2d), t-Bu (3d), -CH2Ph (4d)] were synthesized cleanly at room temperature under ambient conditions from the reactions of molecular bromine with the gold(i) complexes [1-R-3-{N-(2,6-di-i- propylphenylimino)-2-phenylethyl}imidazol-2-ylidene]AuCl [R = Me (1c), i-Pr (2c), t-Bu (3c), -CH2Ph (4c)]. All of the 1,7-bromination products (1d, 2d, 3d and 4d) have been structurally verified by X-ray diffraction studies.

Original languageEnglish (US)
Pages (from-to)4893-4902
Number of pages10
JournalDalton Transactions
Issue number36
DOIs
StatePublished - 2008
Externally publishedYes

ASJC Scopus subject areas

  • Inorganic Chemistry

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