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
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.