高等学校化学学报

高等学校化学学报 ›› 1997, Vol. 18 ›› Issue (9): 1484.

• 论文 • 上一篇    下一篇

NAD(P)H辅酶模型在Mg2+离子催化条件下还原N-芳基芴亚胺反应的研究

鲁云, 鲜明, 程津培   

  1. 南开大学化学系, 天津 300071
  • 收稿日期:1996-08-22 出版日期:1997-09-24 发布日期:1997-09-24
  • 通讯作者: 程津培
  • 作者简介:鲁云, 男, 31岁, 博士研究生.
  • 基金资助:

    国家自然科学基金;国家教育委员会优秀年轻教师基金

Studies on the Mg2+-Catalyzed Reductions of N-Arylfluorenimines by NAD(P)H Models

LU Yun, XIAN Ming, CHENG Jin-Pei   

  1. Department of Chemistry, Nankai University, Tianjin 300071
  • Received:1996-08-22 Online:1997-09-24 Published:1997-09-24

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摘要： 对Hantzsch酯在Mg2+存在和不存在的情况下还原N-芳基芴亚胺的反应进行了研究, 并与BNAH的类似还原做了系统的比较.研究结果表明:Mg2+在该还原反应中起亲电催化剂的作用;还原能力较BNAH弱的Hantzsch酯在反应中所呈现的强的反应性是由于其3, 5-位两个极性谈基氧通过静电作用降低过渡态的能量的缘故;本文反应届H-一步转移机理.

关键词: Hantzsch酯, BNAH, 亚胺, 结构-反应性关系, H-转移机理

Abstract: The reductions of N-arylfluorenlmines by Hantzsch ester in the presence andabsence of Mg2+ have been studied. The similar reductions by BNAHhave been compared.The results show that (1) Mg2+ plays a role of electrophilic catalyst; (2) the strongerreduction ability of Hantzsch ester than BNAH Is the result of electrostatic effect caused by its3,5-carbonyl oxygens which decreases the energy of the transition state more effectively;(3) one-step hydride transfer mechanism has been proposed.

Key words: Hantzsch ester, BNAH, Imines, Structure-reactivity relationship, One-step hydride transfer mechanism

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