Net Oxidative Addition of C(sp3)-F Bonds to Iridium via Initial C-H Bond Activation
Net Oxidative Addition of C(sp3)-F Bonds to Iridium via Initial C-H Bond Activation
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DOI：
10.1126/science.1200514
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发表时间：
2011-06-24
期刊：
影响因子：
56.9
通讯作者：
Goldman, Alan S.
中科院分区：
文献类型：
--
作者：
Choi, Jongwook;Wang, David Y.;Goldman, Alan S.
碳-氟键是已知的最强的碳单键，因此很难断裂。尽管乙烯基和芳基C-F键可以与过渡金属络合物发生氧化加成反应，但该反应似乎不适合脂肪族底物。我们报道了C（sp（3））-F键（包括烷基-F）通过C-H键的初始可逆断裂加成到铱中心上。这些结果表明了开发催化剂和促进剂以建立和破坏C-F键的独特策略，这在制药和环境化学领域都引起了人们的强烈兴趣。
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.