Observation of Spontaneous C=C Bond Breaking in the Reaction between Atomic Boron and Ethylene in Solid Neon

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• 作者：Jiwen Jian ; Dr. Hailu Lin ; Prof. Mingbiao Luo ; Dr. Mohua Chen and Prof. Mingfei Zhou
• 刊名：Angewandte Chemie International Edition
• 出版年：2016
• 出版时间：July 11, 2016
• 年：2016
• 卷：55
• 期：29
• 页码：8371-8374
• 全文大小：827K
• ISSN：1521-3773

文摘

A ground-state boron atom inserts into the C=C bond of ethylene to spontaneously form the allene-like compound H₂CBCH₂ on annealing in solid neon. This compound can further isomerize to the propyne-like HCBCH₃ isomer under UV light excitation. The observation of this unique spontaneous C=C bond insertion reaction is consistent with theoretical predictions that the reaction is thermodynamically exothermic and kinetically facile. This work demonstrates that the stronger C=C bond, rather than the less inert C−H bond, can be broken to form organoboron species from the reaction of a boron atom with ethylene even at cryogenic temperatures.