Carboxylate phosphabetaines based on tertiary phosphines and unsaturated dicarboxylic acids

By reaction of triorganylphosphines with unsaturated dicarboxylic acids adducts of betaine structure were synthesized whose stability depended on the character of substituents at phosphorus and on the structure of acid. The betaine obtained from phosphines and maleic and fumaric acids redily underwe...

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Bibliographic Details
Published in:Russian journal of organic chemistry 2007-02, Vol.43 (2), p.207-213
Main Authors: Bakhtiyarova, Yu. V., Sagdieva, R. I., Galkina, I. V., Galkin, V. I., Cherkasov, R. A., Krivolapov, D. B., Gubaidullin, A. T., Litvinov, I. A.
Format: Article
Language:English
Subjects:
Acids
Adducts
Crystallography
Decarboxylation
Dicarboxylic acids
Hydrogen bonds
Itaconic acid
Organic chemistry
Phosphines
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Summary:By reaction of triorganylphosphines with unsaturated dicarboxylic acids adducts of betaine structure were synthesized whose stability depended on the character of substituents at phosphorus and on the structure of acid. The betaine obtained from phosphines and maleic and fumaric acids redily underwent decarboxylation into the corresponding monoacyl phosphonium derivatives. The structure of the latter was established by means of X-ray crystallography. The adduct prepared from phosphines and itaconic acid was stabilized by intramolecular hydrogen bond between the acylate anionic center and the “second” carboxy group.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428007020091