Efficient synthesis of water-soluble alkyl-bis(m-sulfonated-phenyl)-and dialkyl-(m-sulfonated-phenyl)-phosphines and their evaluation in rhodium-catalyzed hydrogenation of maleic acid in water

László T. Mika, László Orha, Norbert Farkas, I. Horváth

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

The combined application of 31P NMR and pH measurements during the tri-isooctylamine-assisted aqueous/organic separation and purification steps after the sulfonation of diphenyl-alkyl-phosphines (Ph2PR; R = Me, n-Bu) and phenyl-dialkyl-phosphines (PhPR2; R = Me, n-Bu) resulted in the preparation of water-soluble alkyl-bis(m-sulfonated-phenyl)-(C 6H4-m-SO3Na)2PR; R = Me, n-Bu) and dialkyl-(m-sulfonated-phenyl)- (C6H4-m-SO 3Na)PR2; R = Me, n-Bu) phosphines in the presence of less than 0.5% phosphine oxides. When 2 equiv of the water-soluble phosphines were used per rhodium atom, no significant effect on the turnover frequency of the hydrogenation of maleic acid can be observed by using these phosphines.

Original languageEnglish
Pages (from-to)1593-1596
Number of pages4
JournalOrganometallics
Volume28
Issue number5
DOIs
Publication statusPublished - Mar 9 2009

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Phosphines
Rhodium
rhodium
phosphines
Hydrogenation
hydrogenation
acids
Water
evaluation
synthesis
phosphine
water
Sulfonation
Oxides
Purification
purification
Nuclear magnetic resonance
maleic acid
Atoms
preparation

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Inorganic Chemistry

Cite this

Efficient synthesis of water-soluble alkyl-bis(m-sulfonated-phenyl)-and dialkyl-(m-sulfonated-phenyl)-phosphines and their evaluation in rhodium-catalyzed hydrogenation of maleic acid in water. / Mika, László T.; Orha, László; Farkas, Norbert; Horváth, I.

In: Organometallics, Vol. 28, No. 5, 09.03.2009, p. 1593-1596.

Research output: Contribution to journalArticle

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