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Catalytic C-H functionalization by metalloporphyrins: recent developments and future directions

Journal

CHEMICAL SOCIETY REVIEWS
Volume 40, Issue 4, Pages 1899-1909

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c0cs00070a

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Funding

  1. National Science Foundation [CHE-0711024]

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Metalloporphyrins are a class of versatile catalysts with the capability to functionalize saturated C-H bonds via several well-defined atom/group transfer processes, including oxene, nitrene, and carbene C-H insertions. The corresponding hydroxylation, amination, and alkylation reactions provide direct approaches for the catalytic conversion of abundant hydrocarbons into value-added functional molecules through C-O, C-N, and C-C bond formations, respectively. This tutorial review describes metalloporphyrin-based catalytic systems for the functionalization of different types of sp(3) C-H bonds, both inter-and intramolecularly, including challenging primary C-H bonds. Additional features of metalloporphyrin-catalyzed C-H functionalization include unusual selectivities and high turnover numbers.

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