Kinetics and mechanism of indene C-H bond activation by [(COD)Ir(μ2-OH)]2

Tonia S. Ahmed, Ian A. Tonks, Jay A. Labinger, John E. Bercaw

Research output: Contribution to journalArticlepeer-review

8 Scopus citations

Abstract

The hydroxy-bridged dimer [(COD)Ir(μ2-OH)]2 (COD = 1,5-cyclooctadiene) cleanly cleaves C-H bonds in indene and cyclopentadiene to produce (COD)Ir(η3-indenyl) and (COD)Ir(η5-C 5H5), respectively. The kinetics of the formation of (COD)Ir(η3-indenyl) are consistent with a mechanism that involves coordination of indene to [(COD)Ir(μ2-OH)]2 followed by rate-determining C-H activation from the iridium dimer-indene unit. Transition-state analysis of the Ir and Rh hydroxy dimers indicates that the C-H activation proceeds through a direct deprotonation of indene by the M-OH unit rather than a stepwise oxidative addition/reductive elimination mechanism. The crystal structure of [(COD)Ir]54-O)(μ3- O)(μ2-OH), a dehydration product of [(COD)Ir(μ2-OH)] 2, is presented.

Original languageEnglish (US)
Pages (from-to)3322-3326
Number of pages5
JournalOrganometallics
Volume32
Issue number11
DOIs
StatePublished - Jun 10 2013

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