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Selective Synthesis of [2+2] Macrocyclic Schiff Bases from Chiral 1,4-Diamines
引用本文:诸海滨,胡大华,董华泽,李根喜,苟少华.Selective Synthesis of [2+2] Macrocyclic Schiff Bases from Chiral 1,4-Diamines[J].中国化学,2007,25(3):343-345.
作者姓名:诸海滨  胡大华  董华泽  李根喜  苟少华
作者单位:[1]Department of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing, Jiangsu 210093, China [2]Department of Biochemistry, Nanjing University, Nanjing, Jiangsu 210093, China
基金项目:Project supported by National Natural Science Foundation of China (Nos. 20271026 and 20391001) and Postdoctoral Research Support Fund of Jiangsu Province (No. 0502005B).
摘    要:2+2] macrocyclic Schiff bases of three kinds have been synthesized from chiral 1,4-diamines by use of different methods. Macrocyclic Schiff bases 1a-1c have been selectively obtained based on a non-templated dilution method from chiral 1,4-diamines a-c and dialdehyde DA1, whereas macrocycles 2a-2c have been selectively produced from reaction of diamines a-c and dialdehyde DA2 in the presence of boric acid as templates. Macrocyclic Schiff bases 3a-3c have been afforded in high selectivity from diamines a-c and dialdehyde DA3 by means of sodium-template. All the titled compounds have been confirmed by ^1H NMR and ESI-MS analyses.

关 键 词:大环Schiff碱  手性1  4-二胺  选择性合成  模板
修稿时间:2006-03-222006-11-14

Selective Synthesis of [2+2] Macrocyclic Schiff Bases from Chiral 1,4-Diamines
ZHU Hai-Bin, HU Da-Hua, DONG Hua-Ze, LI Gen-Xi, GOU Shao-Hua.Selective Synthesis of [2+2] Macrocyclic Schiff Bases from Chiral 1,4-Diamines[J].Chinese Journal of Chemistry,2007,25(3):343-345.
Authors:ZHU Hai-Bin  HU Da-Hua  DONG Hua-Ze  LI Gen-Xi  GOU Shao-Hua
Institution:a Department of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing, Jiangsu 210093, China ; b Department of Biochemistry, Nanjing University, Nanjing, Jiangsu 210093, China
Abstract:2+2] macrocyclic Schiff bases of three kinds have been synthesized from chiral 1,4‐diamines by use of different methods. Macrocyclic Schiff bases 1a – 1c have been selectively obtained based on a non‐templated dilution method from chiral 1,4‐diamines a – c and dialdehyde DA1, whereas macrocycles 2a – 2c have been selectively produced from reaction of diamines a – c and dialdehyde DA2 in the presence of boric acid as templates. Macrocyclic Schiff bases 3a – 3c have been afforded in high selectivity from diamines a – c and dialdehyde DA3 by means of sodium‐template. All the titled compounds have been confirmed by 1H NMR and ESI‐MS analyses.
Keywords:1  4-diamine  macrocycle  Schiff base  template
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