Sulfonated diphenylphosphanes for homogeneous biphasic catalysis via a combined protection/deprotection protocol

Citation
H. Jansch et al., Sulfonated diphenylphosphanes for homogeneous biphasic catalysis via a combined protection/deprotection protocol, EUR J ORG C, (15), 2001, pp. 2923-2926
Citations number
23
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
15
Year of publication
2001
Pages
2923 - 2926
Database
ISI
SICI code
1434-193X(200108):15<2923:SDFHBC>2.0.ZU;2-S
Abstract
Oxidation of the sulfonated oxygen-labile alkyl- and benzyldiphenylphosphan es 3a-f during hydrolytic workup of the oleum-containing sulfonation mixtur e is prevented by "soft" hydrolysis with disodium oxalate or basic aluminum oxide. Furthermore, the use of a protection protocol allows for the synthe sis of the air-stable sulfonated phosphanylborane adducts 6a-f for storage and purification purposes, Deprotection yields the corresponding sulfonated alkyl- and benzyldiphenylphosphanes 7a-f.