Selective cleavage of the C-C bonds of aminoethyl groups, via a multistep pathway, by a pincer iridium complex

Xiawei Zhang, Thomas J. Emge, Rajshekhar Ghosh, Alan S Goldman

Research output: Contribution to journalArticle

29 Citations (Scopus)

Abstract

A pincer-ligated iridium complex is found to react with N-ethylamines, HN(Et)R (R = cyclohexyl, tert-butyl, ethyl), to give the corresponding iridium isocyanide complexes (PCP)Ir(CH3)(H)(CNR) (PCP = κ3-2,6-(tBu2PCH2)2C6H3). This novel, regioselective C-C bond cleavage reaction occurs readily under mild conditions (25-45 °C). The reaction is shown to proceed via initial dehydrogenation of the amine to give the corresponding imine (N-ethylidenealkylamine). The ethylidene sp2 C-H bond then undergoes addition to iridium, followed by methyl migration.

Original languageEnglish
Pages (from-to)8250-8251
Number of pages2
JournalJournal of the American Chemical Society
Volume127
Issue number23
DOIs
Publication statusPublished - Jun 15 2005

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Iridium
Ethylamines
Imines
Cyanides
Dehydrogenation
Amines

ASJC Scopus subject areas

  • Chemistry(all)

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Selective cleavage of the C-C bonds of aminoethyl groups, via a multistep pathway, by a pincer iridium complex. / Zhang, Xiawei; Emge, Thomas J.; Ghosh, Rajshekhar; Goldman, Alan S.

In: Journal of the American Chemical Society, Vol. 127, No. 23, 15.06.2005, p. 8250-8251.

Research output: Contribution to journalArticle

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