Trost Barry M, McClory Andrew
Department of Chemistry, Stanford University, Stanford, CA 94305, USA.
Chem Asian J. 2008 Feb 1;3(2):164-94. doi: 10.1002/asia.200700247.
Organic vinylidene species have found limited use in organic synthesis owing to their inaccessibility. In contrast, metal vinylidenes are much more stable and may be readily accessed through transition-metal activation of terminal alkynes. These electrophilic species may be trapped by a number of nucleophiles. Additionally, metal vinylidenes can participate in pericyclic reactions and processes that involve migration of a metal ligand to the vinylidene species. This Focus Review addresses the reactions and applications of metal vinylidenes in organic synthesis.
由于难以获得,有机亚乙烯基物种在有机合成中的应用有限。相比之下,金属亚乙烯基更稳定,可以通过末端炔烃的过渡金属活化轻松获得。这些亲电物种可以被多种亲核试剂捕获。此外,金属亚乙烯基可以参与周环反应以及涉及金属配体迁移至亚乙烯基物种的过程。本重点综述阐述了金属亚乙烯基在有机合成中的反应及应用。