Tetrasulfonated 1, 2‐Bis(diphenylphosphanyl)ethane as a Building Block for the Synthesis of Disulfonated Alkyldiphenylphosphanes. Issue 25 (24th July 2015)

• Record Type: Journal Article
• Authors: Denis, Julien; Ferreira, Michel; Bricout, Hervé; Machut, Cécile; Tilloy, Sébastien; Monflier, Eric
• Is Part Of: European journal of organic chemistry. Issue 25(2015)
• Page Start: 5509
• Page End: 5512
• Publication Date: 2015-07-24
• Subjects: Biphasic catalysis -- Organometallic catalysis -- Phosphanes -- Sulfonation -- Water chemistry; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201500772
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: A new and convenient route to various water‐soluble alkyldiphenylphosphanes is proposed starting from tetrasulfonated 1, 2‐bis(diphenylphosphanyl)ethane (DPPETS). DPPETS is alkylated and then cleaved to give the disulfonated alkyldiphenylphosphane. This methodology allowed the production of disulfonated n ‐octyl, n ‐dodecyl, n ‐hexadecyl, phenethyl, and but‐3‐enyl diphenylphosphanes with satisfactory yields. Abstract : A new methodology for the synthesis of disulfonated alkyldiphenylphosphanes bearing an oleum‐sensitive group has been developed. Alkylation of 1, 2‐bis(diphenylphosphanyl)ethane (DPPETS) followed by cleavage gives the desired disulfonated alkyldiphenylphosphane products.