Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 348, Issue 10-11, Pages 1306-1310Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200606003
Keywords
pi-acceptor character; fluorinated ligands; ligand design; P ligands; phosphanes; sulfonation
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Two phenyl rings of triphenylphosphane have been modified by electron-withdrawing trifluoromethyl groups. A methoxy group has been introduced at the para-position of the third ring. Due to the activating effect of the methoxy group, the phosphane can be monosulfonated under mild conditions and with complete selectivity. The novel ligand, sodium 5-[bis-(4-trifluoromethylphenyl)phosphanyl]-2-methoxybenzenesulfonate, has been obtained in quantitative yield, and it has an outstanding pi-acceptor capacity among the known sulfonated triarylphosphanes. It is not soluble in water but soluble in light alcohols and ionic liquids. Its solubility properties allow facile catalyst separation without water.
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