Department of Chemistry and Chemical Biology, Rutgers, State University of New Jersey, New Brunswick, NJ 08903, USA.
Science. 2011 Jun 24;332(6037):1545-8. doi: 10.1126/science.1200514.
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.
碳氟键是已知最强的碳单键，因此很难断裂。尽管乙烯基和芳基 C-F 键可以与过渡金属配合物发生氧化加成反应，但这种反应在脂肪族底物中似乎无法进行。我们报告了通过初始的、可逆的 C-H 键断裂，将 C(sp(3))-F 键（包括烷基-F）添加到铱中心。这些结果为开发催化剂和促进剂提供了一种独特的策略，用于形成和断裂 C-F 键，这在药物和环境化学领域都具有重要意义。
