Selective Synthesis of [2+2] Macrocyclic Schiff Bases from Chiral 1,4-Diamines  

Selective Synthesis of [2+2] Macrocyclic Schiff Bases from Chiral 1,4-Diamines

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作  者:诸海滨 胡大华 董华泽 李根喜 苟少华 

机构地区:[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

出  处:《Chinese Journal of Chemistry》2007年第3期343-345,共3页中国化学(英文版)

基  金: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.[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:1 4-diamine MACROCYCLE Schiff base TEMPLATE 

分 类 号:O625.637[理学—有机化学]

 

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