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Organocatalyzed Synthesis of Oleochemical Carbonates from CO 2 and Renewables
Author(s) -
Büttner Hendrik,
Steinbauer Johannes,
Wulf Christoph,
Dindaroglu Mehmet,
Schmalz HansGünther,
Werner Thomas
Publication year - 2017
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.201601163
Subject(s) - bifunctional , chemistry , phosphonium , organocatalysis , moiety , catalysis , organic chemistry , green chemistry , solvent , phosphonium salt , salt (chemistry) , reaction mechanism , enantioselective synthesis
Bifunctional phosphorus‐based organocatalysts proved to be highly efficient for the atom‐economic reaction of CO 2 and epoxidized oleochemicals. Notably, those products are obtained from CO 2 and renewable feedstocks only. Structure–activity relationships have been deduced from a screening of 22 organocatalysts in a test reaction. Bifunctional catalysts based on a phosphonium salt bearing a simple phenolic moiety proved to be extraordinarily active under comparatively mild and solvent‐free reaction conditions. In the presence of the most active organocatalyst 12 oleochemical carbonates were isolated in excellent yields up to 99 %. This organocatalyzed reaction represents an excellent example for the realization of the 12 Principles of Green Chemistry as well as the 12 Principles of CO 2 Chemistry.