有机化学 ›› 2012, Vol. 32 ›› Issue (07): 1290-1295.DOI: 10.6023/cjoc1111093 上一篇    下一篇

研究论文

N-(末端三甲基硅苄基甘氨酸肽链)-2,3-萘二甲酰亚胺的光诱导单电子转移成环反应

金英学, 王家昌, 岳群峰, 曲凤玉, 魏树权, 谭广慧   

  1. 哈尔滨师范大学化学化工学院 哈尔滨 150025
  • 收稿日期:2011-11-09 修回日期:2011-12-09 发布日期:2012-03-09
  • 通讯作者: 谭广慧 E-mail:yenghak@hrbnu.edu.cn
  • 基金资助:
    国家自然科学基金(No. 20972036);国家自然科学基金(No. 21171045);黑龙江省自然科学基金(No. B200913)和黑龙江省高校科技创新团队建设计划项目(No. 2011TD010).

Photoinduced Single Electron Transfer Cyclization Reaction of N-(Amidosilane terminated polybenzylglycine peptide chain)-2,3-naphthalimide

Jin Yingxue, Wang Jiachang, Yue Qunfeng, Qu Fengyu, Wei Shuquan, Tan Guanghui   

  1. College of Chemistry & Engineering, Harbin Normal University, Harbin 150025
  • Received:2011-11-09 Revised:2011-12-09 Published:2012-03-09
  • Supported by:
    Project supported by the National Natural Sciences Foundation of China (Nos. 20972036, 21171045), the Natural Sciences Foundation of Heilongjiang Province (No. B200913), and the Program for Scientific Technological Innovation Team Construction in Universites of Heilongjiang Province (No. 211TD010).

以苄基甘氨酸为起始物合成了新型分子内给受电子体系N-(末端三甲基硅苄基甘氨酸肽链)-2,3-萘酰亚胺(11). 1 在MeOH-30% H2O 中发生光诱导单电子转移反应, 以很高的区域选择性生成新型环苄基甘氨酸肽化合物(2).所有新化合物均经MS 和NMR 确定结构.

关键词: 光诱导, 单电子转移, 2,3-萘二甲酰亚胺, 苄基甘氨酸肽链, 环肽

Benzylglycine was used as starting material for the synthesis of novel intramolecular electron donor- accepter system N-(amidosilane terminated polybenzylglycine peptide chain)-2,3-naphthalimide(1). 1 could undergo a photoinduced single electron transfer cyclization reaction in MeOH-30% H2O solvent to provide novel cyclopolyglypeptides 2 in high regioselectivity. The structures of all the new compounds were characterized by MS and NMR techniques.

Key words: photoinduced, single electron transfer, 2,3-naphthalimide, benzylglycine peptide chain, cyclopeptide