N-(末端三丁基锡取代基)酰亚胺的光诱导单电子转移成环反应  

Photoinduced Single Electron Transfer Cyclization Reactions of N-(Trimethylstannyl terminated substituent group)imide

作　　者：金英学[1] 王欣[1] 曲凤玉[1] 谭广慧[1] 岳群峰[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》2012年第12期2363-2367,共5页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(Nos.20972036;21171045);黑龙江省自然科学基金(No.B200913);黑龙江省高校科技创新团队建设计划(No.2011TD010)资助项目~~

摘　　要：合成了两种新的分子内给受电子体系N-[2-(2-三丁基锡甲硫基)乙基]邻苯二甲酰亚胺(1a)和N-(3-三丁基锡丙基)马来酰亚胺(1b),并在甲醇、乙腈-30%水、乙腈中进行了光诱导单电子转移反应.化合物1a在光诱导下发生分子内单电子转移反应,以很高的产率和区域选择性生成环胺醇2.化合物1b在光诱导下发生分子内单电子转移反应生成环胺醇3,同时有[2+2]环加成副反应产物4生成.以上所有新化合物的结构经质谱和核磁共振谱验证.Two novel intramolecularly electronical donor-acceptor systemes N-[2-（2-tributylstannylmethyl-sulfenyl）- ethyl]phthalimide （la） and N-（3-tributylstanylpropyl）maleimide （lb）, were synthesized, and their photoinduced single electron transfer （SET） reactions in MeOH, CH3CN-30% H20 and pure CH3CN were carried out, respectively. Compound la occurred intramolecular SET to provide cyclic amidol 2 with highly yield and high regioselectivity. Compound lb occurred in- tramolecular single electron transfer （SET） to provide cyclic amidol 3 with small amount of photoinduced [2＋2] dimerization product 4. Structures of all new compounds were characterized by MS （FAB） and NMR data.

关 键 词：光诱导 单电子转移 环合反应 三丁基锡 酰亚胺 

分 类 号：O621.25[理学—有机化学]