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3,4‐Ethylenedioxythiophene Functionalizationed with Tetrathiafulvalene: Synthesis and Selective Esterification
Author(s) -
Zhang Lei,
Wu Changzhi,
Wang Chengyun,
Zuo Hujin,
Shen Yongjia
Publication year - 2014
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.1834
Subject(s) - chemistry , ethylenedioxy , thiophene , hydroxymethyl , benzoic acid , selectivity , organic chemistry , lauric acid , tetrathiafulvalene , medicinal chemistry , catalysis , molecule , fatty acid , alkyl
3,4‐(Hydroxymethyl‐ethylenedioxy)thiophene ( 4 ) and 3,4‐(2′‐hydroxypropylenedioxy)thiophene ( 4' ′) were synthesized from dimethyl 3,4‐dihydroxythiophene‐2,5‐dicarboxylate ( 1 ), which were isomers and difficult to separate. When they were esterified with tetrathiafulvalene carried carboxylic acid group, only 3,4‐(hydroxymethyl‐ethylenedioxy)thiophene ( 4 ) could be esterified. No such selectivity was observed when the isomers were esterified by lauric acid and benzoic acid, respectively.