Synthesis of Terpyridines: Simple ReactionsWhat Could Possibly Go Wrong?

被引:17
|
作者
Rocco, Dalila [1 ]
Housecroft, Catherine E. [1 ]
Constable, Edwin C. [1 ]
机构
[1] Univ Basel, Dept Chem, BPR 1096,Mattenstr 24a, CH-4058 Basel, Switzerland
来源
MOLECULES | 2019年 / 24卷 / 09期
基金
瑞士国家科学基金会;
关键词
terpyridines; 3; 2:6; 3-terpyridine; cyclohexanol derivative; condensation; heterocyclic; ONE-POT SYNTHESIS; CRYSTAL-STRUCTURE; CONDENSATION-REACTIONS; COORDINATION POLYMERS; EFFICIENT SYNTHESIS; AROMATIC-ALDEHYDES; ALDOL CONDENSATION; CYCLOHEXANOLS; DERIVATIVES; COMPLEXES;
D O I
10.3390/molecules24091799
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The preparation of 2(4)-functionalized 1(2),2(2):2(6),3(2)-terpyridines (4-functionalized 3,2:6,3-terpyridines) by the reaction of three 4-alkoxybenzaldehydes with 3-acetylpyridine and ammonia was investigated; under identical reaction conditions, two (R =(C4H9)-C-n, C2H5) gave the expected products whereas a third (R = (C3H7)-C-n) gave only a cyclohexanol derivative derived from the condensation of three molecules of 3-acetylpyridine with two of 4-(n-propoxy)benzaldehyde. A comprehensive survey of unexpected products from reactions of ArCOCH3 derivatives with aromatic aldehydes is presented. Three different types of alternative product are identified.
引用
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页数:16
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