Net Oxidative Addition of C(sp3)-F Bonds to Iridium via Initial C-H Bond Activation

被引:145
|
作者
Choi, Jongwook [1 ]
Wang, David Y. [1 ]
Kundu, Sabuj [1 ]
Choliy, Yuriy [1 ]
Emge, Thomas J. [1 ]
Krogh-Jespersen, Karsten [1 ]
Goldman, Alan S. [1 ]
机构
[1] Rutgers State Univ, Dept Chem & Chem Biol, New Brunswick, NJ 08903 USA
关键词
TRANSITION-METAL-COMPLEXES; REDUCTIVE ELIMINATION; FLUORINE; REACTIVITY; CHEMISTRY; MECHANISM; HYDROGEN;
D O I
10.1126/science.1200514
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
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(sp(3))-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.
引用
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页码:1545 / 1548
页数:4
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