Crystalline cyclic(alkyl)(amino)stannylene via transient stannyne  

作　　者：Xin-Feng Wang Chaopeng Hu Zhihao Lu Liu Leo Liu 

机构地区：[1]Department of Chemistry and Research Center for Chemical Biology and Omics Analysis,College of Science,Southern University of Science and Technology,Shenzhen 518055,China

出　　处：《Science China Chemistry》2024年第12期4212-4217,共6页中国科学（化学英文版）

基　　金：supported by the National Natural Science Foundation of China(22350004,22101114,22271132);the ShenzhenScienceandTechnologyInnovationProgram(20231120110042001);the High Level of Special Funds(G03050K003);the Guangdong Innovation and Entrepreneurial Research Team Program(2021ZT09C278)。

摘　　要：We demonstrate that a bulky cyclic amino ligand,specifically 1,1,3,3-tetraphenylisoindolinyl,can facilitate the formation of a transient stannyne,endowed with adjacent ambiphilic carbon and tin centers.This stannyne,manifesting carbene-like behavior,engages in an unprecedented sequence of reactions,including Buchner ring expansion,[1,3]sigmatropic,and[1,5]-sigmatropic shifts,culminating in the synthesis of a stable cyclic(alkyl)(amino)stannylene.This compound represents the first tin analogue of the well-known cyclic(alkyl)(amino)carbenes.Both the bonding configuration and the formation process of this stannylene are thoroughly analyzed through quantum chemical computations.Our findings pave the way for further synthesis of unusual main group species using bulky isoindolinyl substituents,emphasizing their potential as a versatile tool in synthetic chemistry.

关 键 词：stannyne CARBENE ambiphilicity stannylene 

分 类 号：O641.4[理学—物理化学]