Net oxidative addition of C(sp3)-F bonds to iridium via initial C-H bond activation

Jongwook Choi, David Y. Wang, Sabuj Kundu, Yuriy Choliy, Thomas J. Emge, Karsten Krogh-Jespersen, Alan S. Goldman

Research output: Contribution to journalArticle

118 Citations (Scopus)

Abstract

Carbon-fluorine bonds are the strongest known single bonds to carbon and as a consequence can prove very hard to cleave. Alhough vinyl and aryl C-F bonds can undergo oxidative addition to transition metal complexes, this reaction has appeared inoperable with aliphatic substrates. We report the addition of C(sp3)-F bonds (including alkyl-F) to an iridium center via the initial, reversible cleavage of a C-H bond. These results suggest a distinct strategy for the development of catalysts and promoters to make and break C-F bonds, which are of strong interest in the context of both pharmaceutical and environmental chemistry.

Original languageEnglish
Pages (from-to)1545-1548
Number of pages4
JournalScience
Volume332
Issue number6037
DOIs
Publication statusPublished - Jun 24 2011

ASJC Scopus subject areas

  • General

Fingerprint Dive into the research topics of 'Net oxidative addition of C(sp<sup>3</sup>)-F bonds to iridium via initial C-H bond activation'. Together they form a unique fingerprint.

  • Cite this

    Choi, J., Wang, D. Y., Kundu, S., Choliy, Y., Emge, T. J., Krogh-Jespersen, K., & Goldman, A. S. (2011). Net oxidative addition of C(sp3)-F bonds to iridium via initial C-H bond activation. Science, 332(6037), 1545-1548. https://doi.org/10.1126/science.1200514