Azomethine Yilde Forming Photoreaction of N-(Tributylstannyl)methylphthalimide

Journal of the Korean Chemical Society

Ki Hyun Park¹  Dae Won Cho¹  Ho Cheol Jeong¹  Hea Jung Park¹  Ung Chan Yoon¹ 

关键词: N-(tributylstaanyl)methylphthalimide;    Azomethine ylide;    Photochemical reaction;    Mono-deuterated N-methylphthalimide;   

DOI  :  

学科分类：化学（综合）

来源: Korean Chemical Society

【 摘 要 】

Investigation was conducted to examine whether photochemical reaction of N-(tributylstannyl)- methylphthalimide generates an azomethine ylide intermediate in its excited state as its silyl derivative N-(trimethylsilyl)methylphthalimide which has been observed to form an azomethine ylide. The irradiation of N-(tributylstannyl)methylphthalimide in D2O-CH3CN generates mono-deuterated N-methylphthalimide as an exclusive product which supports the efficient generation of azomethine ylide intermediate and its trapping by water molecule through a proto-destannylation pathway. However the generated tributylstannyl subsitiuted ylide was not observed to be trapped with a dipolarophile such as methyl acrylate and acrylonitrile present in the reactions which is in contrast with the ylide from N-(trimethylsilyl)methylphthalimide.

【 授权许可】

Unknown