Preparation, structure and reactivity of aminocarbene complexes of chromium and molybdenum derived from primary amines

B. Denise, P. Dubost, A. Parlier, M. Rudler, H. Rudler, J. C. Daran, J. Vaissermann, F. Delgado, A. R. Arevalo, R. A. Toscano, C. Alvarez

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18 Scopus citations

Abstract

The synthesis and reactivity towards diphenylacetylene of a series of aminocarbene complexes of general structure (CO)5MC(NHR′)R (M = Cr, R = CH3, Ph, R' = cyclohexyl, cyclopropyl, benzyl) are described: they lead by alkyne insertion followed by a 1,4 hydrogen shift, to imine complexes, which, upon hydrolysis, give the corresponding ketones. When R′CH2Ph, along with the expected imine, a tetraphenylcyclopentadiene resulting from the coupling of two PhCCPh and of a carbene moiety, is formed; its structure has been determined by an X-ray study. In the case of aminopyridine, bidentate carbene complexes (the structure of which was confirmed by an X-ray study of (CO)4CrC (CH3)NHNC5H5) are formed, and these also react with PhCCPh to give for M = Mo, new pyrrolinones through alkyne/CO insertion followed by a 1,2 hydrogen shift.

Original languageEnglish
Pages (from-to)377-393
Number of pages17
JournalJournal of Organometallic Chemistry
Volume418
Issue number3
DOIs
StatePublished - 5 Nov 1991
Externally publishedYes

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