Preparation and Properties of ω-Phosphino-phosphoniocarboxylic Acids and their Betaines

Aref A.M. Aly, Hubert Schmidbaur

Research output: Contribution to journalArticlepeer-review

4 Scopus citations

Abstract

In an attempt to provide phosphorus analogues of aminocarboxylic acids and their betaines., ω-bis(diphenylphosphino)alkanes (dppm, dppe, dppp, dppb) were converted into ω-phosphino-phosphoniocarboxylates and diphosphonio-biscarboxylates. While the reactions with haloacetic acids or haloacetates only lead to methyl/phosphonium derivatives owing to decarboxylation of the intermediates, β-chloropropionic acids converts Ph2P(CH2)nPPh2 compounds into the target products Ph2PCH2PPh2+(CH2)2COOHCl- (1) and CH2[PPh2(CH2)2COOH]22Cl-(2), for n = 1. For n = 2, 3 and 4, only the analogues of 2 could be prepared (3–5). Treatment of 1 and 2 with sodium bicarbonate afforded the corresponding betaines Ph2PCH2PPh2+CH2CH2COO- (isolated as a dihydrate 6) and CH2[PPh2+CH2CH2COO_]2 (isolated as the tetrahydrate 7).

Original languageEnglish
Pages (from-to)775-778
Number of pages4
JournalZeitschrift fur Naturforschung - Section B Journal of Chemical Sciences
Volume46
Issue number6
DOIs
StatePublished - 1 Jun 1991
Externally publishedYes

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