928114-96-9Relevant academic research and scientific papers
Unexpected C-C bond cleavage and C-C bond formation observed in the reaction of a cationic iridium complex with heteroatom-substituted cyclopropanes
Anstey, Mitchell R.,Yung, Cathleen M.,Du, Juana,Bergman, Robert G.
, p. 776 - 777 (2007)
Iridium complex Cp*(PMe3)Ir(CH3)OTf (1) and alkylaminocyclopropanes react via a well-understood initial C-H bond activation with a subsequent C-C bond-breaking step to yield a variety of π-allyl complexes [Cp*(PMe3)Ir(η3-C3H4NR1R2)][OTf] (R1 = R2 = Bn; R1 = Bn, R2 = Ph) and methane. However, diphenylamino, alkoxy, or siloxycyclopropanes, when treated with complex 1, yield a new π-allyl complex [Cp*(PMe3)Ir(η3-C3H4CH3)][OTf] (8) and the corresponding amine or alcohol. The methyl group initially bound to iridium is no longer extruded as methane, but instead is incorporated into the allyl moiety to give a new carbon-carbon bond. A detailed mechanistic study provides evidence in support of an initial C-C bond activation mechanism as opposed to the initial C-H bond activation observed with other known substrates. Copyright
