Approaches to the Synthesis of Dicarboxylic Derivatives of Bis(pyrazol-1-yl)alkanes; Molecules; Vol. 26, iss. 2

Approaches to the Synthesis of Dicarboxylic Derivatives of Bis(pyrazol-1-yl)alkanes; Molecules; Vol. 26, iss. 2

Bibliografiske detaljer
Parent link:	Molecules Vol. 26, iss. 2.— 2021.— [413, 12 p.]
Hovedforfatter:	Burlutsky N. P. Nikita Pavlovich
Institution som forfatter:	Национальный исследовательский Томский политехнический университет Инженерная школа новых производственных технологий Научно-образовательный центр Н. М. Кижнера
Andre forfattere:	Potapov A. S. Andrey Sergeevich
Summary:	Title screen Carboxylation of bis(pyrazol-1-yl)alkanes by oxalyl chloride was studied. It was found that 4,4'-dicarboxylic derivatives of substrates with electron-donating methyl groups and short linkers (from one to three methylene groups) can be prepared using this method. Longer linkers lead to significantly lower product yields, which is probably due to instability of the intermediate acid chlorides that are initially formed in the reaction with oxalyl chloride. Thus, bis(pyrazol-1-yl)methane gave only monocarboxylic derivative even with a large excess of oxalyl chloride and prolonged reaction duration. An alternative approach involves the reaction of ethyl 4-pyrazolecarboxylates with dibromoalkanes in a superbasic medium (potassium hydroxide–dimethyl sulfoxide) and is suitable for the preparation of bis(4-carboxypyrazol-1-yl)alkanes with both short and long linkers independent of substitution in positions 3 and 5 of pyrazole rings. The obtained dicarboxylic acids are interesting as potential building blocks for metal-organic frameworks.
Sprog:	engelsk
Udgivet:	2021
Fag:	труды учёных ТПУ электронный ресурс pyrazole bis(pyrazol-1-yl)alkanes carboxylation oxalyl chloride dicarboxylic acids alkylation superbasic medium пиразол карбоксилирование оксалилхлорид дикарбоновые кислоты алкилирование
Online adgang:	https://doi.org/10.3390/molecules26020413
Format:	Electronisk Book Chapter
KOHA link:	https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=668047

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