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Synthesis and properties of zwitterionic phosphonioglycolates

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dc.contributor.author Basvani K.
dc.contributor.author Fomina O.
dc.contributor.author Yakhvarov D.
dc.contributor.author Heinicke J.
dc.date.accessioned 2018-09-18T20:07:52Z
dc.date.available 2018-09-18T20:07:52Z
dc.date.issued 2014
dc.identifier.issn 0277-5387
dc.identifier.uri https://dspace.kpfu.ru/xmlui/handle/net/136809
dc.description.abstract Reaction of diphenylphosphane with glyoxylic acid hydrate in diethyl ether furnished diphenylphosphanylglycolic acid 1 and in a 1:2 molar ratio almost quantitatively the zwitterionic phosphonioglycolic acid glycolate 2. Tertiary phosphanes with aryl or alkyl groups (phenyl, m/p-tolyl, p-anisyl, n-butyl, tert-butyl) react similarly to triorganylphosphonioglycolates 3a-h, which like 2 precipitate from the etheral solutions of the reactants. Tri-n- butylphosphonioglycolate (3e) forms an ionic liquid and tri-tert- butylphosphonioglycolate (3f) a viscous product whereas the other phosphonioglycolates are solids. Yields and stabilities of 3a-e increase with the P-basicity of the starting phosphane whereas bulky groups like tert-butyl cause destabilization. Compound 2 is the most stable phosphonioglycolate with only minor amounts of 1 in the solvolysis equilibrium in D2O. The triaryl and tributylphosphonioglycolates 3a-f decompose in protic solvents with recovery of tertiary phosphanes. On heating at 100 C the compounds decompose to the corresponding phosphine oxides, minor amounts of glycolic acid and unidentified products. © 2013 Elsevier Ltd. All rights reserved.
dc.relation.ispartofseries Polyhedron
dc.subject Glycolates
dc.subject P compounds
dc.subject Phosphonium
dc.subject Zwitterionic compounds
dc.title Synthesis and properties of zwitterionic phosphonioglycolates
dc.type Article
dc.relation.ispartofseries-volume 67
dc.collection Публикации сотрудников КФУ
dc.relation.startpage 306
dc.source.id SCOPUS02775387-2014-67-SID84885357743


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  • Публикации сотрудников КФУ Scopus [24551]
    Коллекция содержит публикации сотрудников Казанского федерального (до 2010 года Казанского государственного) университета, проиндексированные в БД Scopus, начиная с 1970г.

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