Mechanistic Analysis of Iridium Heteroatom C−H Activation: Evidence for an Internal Electrophilic Substitution Mechanism

Oxgaard, Jonas and Tenn, William J., III and Nielsen, Robert J. and Periana, Roy A. and Goddard, William A., III (2007) Mechanistic Analysis of Iridium Heteroatom C−H Activation: Evidence for an Internal Electrophilic Substitution Mechanism. Organometallics, 26 (7). pp. 1565-1567. ISSN 0276-7333. doi:10.1021/om061189b. https://resolver.caltech.edu/CaltechAUTHORS:20170725-110427930

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Abstract

The mechanism responsible for C−H activation in Ir(acac)_2(OCH_3)(C_6H_6) has been identified and described as an internal electrophilic substitution (IES) mechanism, on the basis of orbital changes and predicted reactivity. In this IES mechanism, the lone pair on a M−X ligand forms an X−H bond, while the orbital making up the M−X bond turns into a coordinating lone pair.

Item Type:

Article

Related URLs:

URL	URL Type	Description
http://dx.doi.org/10.1021/om061189b	DOI	Article
http://pubs.acs.org/doi/abs/10.1021/om061189b	Publisher	Article
http://pubs.acs.org/doi/suppl/10.1021/om061189b	Publisher	Supporting Information

ORCID:

Author	ORCID
Nielsen, Robert J.	0000-0002-7962-0186
Periana, Roy A.	0000-0001-7838-257X
Goddard, William A., III	0000-0003-0097-5716

Additional Information:

© 2007 American Chemical Society. Received 29 December 2006. Published online 23 February 2007. Published in print 1 March 2007. We thank Chevron Energy Technology Co., the National Science Foundation (Grant No. CHE-0328121), and the ONR (Grant No. MURI-N00014-02-1-0665) for financial support.

Funders:

Funding Agency	Grant Number
Chevron Energy Technology Co.	UNSPECIFIED
NSF	CHE-0328121
Office of Naval Research (ONR)	N00014-02-1-0665

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DOI:

10.1021/om061189b

Record Number:

CaltechAUTHORS:20170725-110427930

Persistent URL:

https://resolver.caltech.edu/CaltechAUTHORS:20170725-110427930

Official Citation:

Mechanistic Analysis of Iridium Heteroatom C−H Activation: Evidence for an Internal Electrophilic Substitution Mechanism Jonas Oxgaard, William J. Tenn, III, Robert J. Nielsen, Roy A. Periana, and William A. Goddard, III Organometallics 2007 26 (7), 1565-1567 DOI: 10.1021/om061189b

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ID Code:

79335

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CaltechAUTHORS

Deposited By:

Ruth Sustaita

Deposited On:

25 Jul 2017 18:22

Last Modified:

15 Nov 2021 17:47

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