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Iridium Bis(phosphinite) p-XPCP Pincer Complexes: Highly Active Catalysts for the Transfer Dehydrogenation of Alkanes
Abstract
A series of new bis(phosphinite) p-XPCPIrHCl pincer complexes ([PCP = eta(3)-5-X-C(6)H(2)[OP(tBu)(2)](2)-1,3], X = MeO (4a), Me (4b), H (4c), F (4d), C(6)F(5) (4e), and Ar(F) [=3,5-bis(trifluoromethyl)phenyl] (4f)) have been synthesized. Treatment of compounds 4a-f with NatOBu in cyclooctane (COA)/tert-butylethylene (TBE) mixtures generates species with unprecedented catalytic activity for the catalyzed transfer dehydrogenation of COA with TBE as acceptor to form cyclooctene (COE) and tert-butylethane (TBA). With substrate:precatalyst ratios of 3030COA:3030TBE:1p-XPCPIrHCl (4):1.1NaOtBu, turnover numbers (TONs) between 1400 and 2200 (up to 72% conversion in TBE) and initial turnover frequencies (TOFs) between 1.6 and 2.4 s(-1) have been observed at 200 degrees C.
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Cited by
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Denney, M. C., Pons, V., Hebden, T. J., Heinekey, D. M., & Goldberg, K. I. (2006) · Journal of the American Chemical Society · doi:10.1021/ja062419g · Cited by 630
Catalytic Alkane Metathesis by Tandem Alkane Dehydrogenation-Olefin Metathesis
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“Compared to the (PCP)Ir complex (1), Brookhart’s bis(phosphinite)-ligated (POCOP)Ir complex (27) exhibits higher regioselectivity for formation of internal alkenes in catalytic n-alkane dehydrogenation (28).”
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Staubitz, A., Sloan, M. E., Robertson, A. P. M., Friedrich, A., Schneider, S., Gates, P. J., Schmedt auf der Günne, J., & Manners, I. (2010) · Journal of the American Chemical Society · doi:10.1021/ja104607y · Cited by 302
Alkane Metathesis by Tandem Alkane-Dehydrogenation–Olefin-Metathesis Catalysis and Related Chemistry
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Metadata
- Authors
- Göttker-Schnetmann, I., White, P., & Brookhart, M.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2004-01-24
- Volume
- 126
- Issue
- 6
- Pages
- 1804-1811
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W1978008449
- Cited by
- 426
- References
- 0
- FWCI
- 10.17
- Type
- journal article
- Language
- en
- Open access
- closed
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