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Intra- and Intermolecular C−H Activation by Bis(phenolate)pyridineiridium(III) Complexes

Fu, Ross and Bercaw, John E. and Labinger, Jay A. (2011) Intra- and Intermolecular C−H Activation by Bis(phenolate)pyridineiridium(III) Complexes. Organometallics, 30 (24). pp. 6751-6765. ISSN 0276-7333.

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A bis(phenolate)pyridine pincer ligand (henceforth abbreviated as ONO) has been employed to support a variety of iridium complexes in oxidation states I, III, and IV. Complexes (ONO)IrL_2Me (L = PPh_3, PEt_3) react with I_2 to cleave the Ir–C bond and liberate MeI, apparently via a mechanism beginning with electron transfer to generate an intermediate Ir(IV) complex, which can be isolated and characterized for the case L = PEt_3. The PPh_3 complex is transformed in benzene at 65 °C to the corresponding phenyl complex, with loss of methane, and subsequently to a species resulting from metalation of a PPh_3 ligand. Labeling and kinetics studies indicate that PPh_3 is the initial site of C–H activation, even though the first observed product is that resulting from intermolecular benzene activation. C–H activation of acetonitrile has also been observed.

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Labinger, Jay A.0000-0002-1942-9232
Additional Information:© 2011 American Chemical Society. Received: November 2, 2011. Publication Date (Web): November 29, 2011. We thank Dr. Michael W. Day and Lawrence M. Henling (Caltech) for X-ray crystallographic studies. The Bruker KAPPA APEXII X-ray diffractometer was purchased via an NSF CRIF:MU award to the California Institute of Technology, CHE-0639094. This work was supported by BP in the MC2 and XC2 programs.
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Issue or Number:24
Record Number:CaltechAUTHORS:20120124-091855514
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Official Citation: Intra- and Intermolecular C–H Activation by Bis(phenolate)pyridineiridium(III) Complexes Ross Fu, John E. Bercaw, and Jay A. Labinger Organometallics 2011 30 (24), 6751-6765
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:28932
Deposited By: Ruth Sustaita
Deposited On:24 Jan 2012 17:37
Last Modified:03 Oct 2019 03:36

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