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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
引用本文:鲁云,鲜明,程津培. 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[J]. 高等学校化学学报, 1997, 18(9): 1484
作者姓名:鲁云  鲜明  程津培
作者单位:南开大学化学系, 天津 300071
基金项目:国家自然科学基金,国家教育委员会优秀年轻教师基金
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  
收稿时间:1996-08-22

Studies on the Mg~(2+)-Catalyzed Reductions of N-Arylfluorenimines by NAD(P)H Models
LU Yun, XIAN Ming, CHENG Jin-Pei. Studies on the Mg~(2+)-Catalyzed Reductions of N-Arylfluorenimines by NAD(P)H Models[J]. Chemical Research In Chinese Universities, 1997, 18(9): 1484
Authors:LU Yun   XIAN Ming   CHENG Jin-Pei
Affiliation:Department of Chemistry, Nankai University, Tianjin 300071
Abstract:The reductions of N-arylfluorenlmines by Hantzsch ester in the presence andabsence of Mg2+ have been studied. The similar reductions by BNAH have 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.
Keywords:Hantzsch ester   BNAH   Imines   Structure-reactivity relationship   One-step hydride transfer mechanism
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