Li Yufei, Mellerup Soren K, Sauriol Francoise, Schatte Gabriele, Wang Suning
Department of Chemistry, Queen's University, Kingston, Ontario, K7L 3N6, Canada.
Beijing Key Laboratory of Photoelectronic/Electrophotonic, Conversion Materials, School of Chemistry, Beijing Institute of Technology, 5 South Zhongguancun Street, Beijing, P.R. China.
Chemistry. 2016 Feb 12;22(7):2473-80. doi: 10.1002/chem.201504156. Epub 2016 Jan 14.
A 1-phosphonium-8-borane-decorated naphthalene molecule 2 has been found to react with N,N'-dimethylimidazol-2-ylidene (IMe), a popular member of the N-heterocyclic carbene (NHC) family, which converts it into two vinyl-amine fragments one of which is trapped between the phosphonium and borane unit by the formation of a C-C and a B-N bond. The same reactivity was not observed for larger NHC molecules. Control experiments and mechanistic studies have established the involvement of an ylide-borane molecule and an imidazolium salt in addition to IMe carbene in this new transformation of an NHC.
已发现一种1-鏻-8-硼烷修饰的萘分子2与N-杂环卡宾（NHC）家族中常见的成员N,N'-二甲基咪唑-2-亚基（IMe）发生反应，该反应将其转化为两个乙烯基胺片段，其中一个片段通过形成C-C键和B-N键被困在鏻和硼烷单元之间。对于更大的NHC分子未观察到相同的反应活性。对照实验和机理研究表明，除了IMe卡宾外，叶立德-硼烷分子和咪唑鎓盐也参与了这种新型NHC转化反应。
