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Biphasic Palladium‐Catalyzed Hydroesterification in a Polyol Phase: Selective Synthesis of Derived Monoesters
Author(s) -
Pruvost Romain,
Boulanger Jérôme,
Léger Bastien,
Ponchel Anne,
Monflier Eric,
Ibert Mathias,
Mortreux André,
Sauthier Mathieu
Publication year - 2015
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201403397
Subject(s) - polyol , chemistry , catalysis , tppts , palladium , phosphine , organic chemistry , cationic polymerization , decantation , triphenylphosphine , polymer chemistry , combinatorial chemistry , hydroformylation , rhodium , polyurethane
The palladium‐catalyzed hydroesterification reaction was performed with polyols and olefins in a liquid/liquid biphasic system composed of unreacted polyol on the one hand and apolar reaction products/organic solvents on the other hand. The palladium‐based catalyst was immobilized in the polyol phase thanks to the use of cationic triarylphosphines possessing pendent protonated amino groups in the acidic reaction medium or to the sulfonated phosphine TPPTS (trisodium triphenylphosphine‐3,3′,3′′‐trisulfonate). Owing to the insolubility of the products in the catalytic phase, this approach allowed the synthesis of monoesters of polyols with high selectivities as well as the easy separation of the catalyst through simple decantation.