基于光诱导单电子转移反应历程合成醚-聚N-苄基甘氨酸肽环化物  

Synthesis of Cyclic Ether-N-Benzyl Glycine Polypeptides Based on Single Electron Transfer-Promoted Photocyclization Processes

作　　者：粱波颖[1] 金英学[1] 于沙沙[1] 曲凤玉[1] 谭广慧[1] 

机构地区：[1]哈尔滨师范大学化学化工学院,哈尔滨150025

出　　处：《有机化学》2013年第8期1762-1768,共7页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(Nos.20972036;21272048);黑龙江省自然科学基金(No.B20913);黑龙江省高效科技创新团队建设计划(No.2011TD010)资助项目~~

摘　　要：研究了以邻苯二甲酰亚胺为电子受体,以末端三甲基硅烷基的醚-聚N-苄基甘氨酸肽链为电子给体的化合物5a^5f的光反应,发展了新的合成环肽类化合物的方法.末端三甲基硅烷基的醚-聚N-苄基甘氨酸肽链——邻苯二甲酰亚胺5a^5f在甲醇溶剂中进行光反应,经连续的单电子转移(SET)历程有效地合成了环肽类化合物6a^6f.所合成的环肽类化合物的结构经核磁共振谱、高分辨质谱、X光晶体衍射所确定.Exploratory photochemical studies on trimethylsilyl-terminated phthalimide-ether-N-benzylpolyglycines in which phthalimides worked as light absorbance acceptors and ether-N-（trimethylsilyl）methylamides served as electron donor centers have been conducted, leading to the development of new synthetic methodology to construct cyclic polypeptide mimetics. It was found that irradiation on trimethylsilyl-terminated phthalimide-ether-poly-N-benzylglycine 5a-5f in methanol led to efficient generation of cyclic peptide products 6a-6f, which may be through sequential single electron transfer （SET） pathway. The structures of these cyclic peptide products were determined by NMR and HRMS spectroscopy as well as fully characterized by X-ray crystallography.

关 键 词：单电子转移(SET) 光环化 环肽 邻苯二甲酰亚胺 N-三甲基硅烷基甲基肽电子给体 

分 类 号：O631.3[理学—高分子化学]