Organocatalyzed Synthesis of Oleochemical Carbonates from CO2and Renewables.
Bifunctional phosphorus-based organocatalysts proved to be highly efficient for the atom-economic reaction of CO2and epoxidized oleochemicals. Notably, those products are obtained from CO2and 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 CO2Chemistry.
Leibniz Institute for Catalysis at the University of Rostock (LIKAT Rostock), Albert Einstein Str. 29a, 18059, Rostock, Germany.
Hendrik
H
Büttner
Leibniz Institute for Catalysis at the University of Rostock (LIKAT Rostock), Albert Einstein Str. 29a, 18059, Rostock, Germany.
Johannes
J
Steinbauer
Leibniz Institute for Catalysis at the University of Rostock (LIKAT Rostock), Albert Einstein Str. 29a, 18059, Rostock, Germany.
Christoph
C
Wulf
Universität zu Köln, Institut für Organische Chemie, Greinstr. 4, 50939, Köln, Germany.
Mehmet
M
Dindaroglu
Universität zu Köln, Institut für Organische Chemie, Greinstr. 4, 50939, Köln, Germany.
Hans-Günther
HG
Schmalz
Leibniz Institute for Catalysis at the University of Rostock (LIKAT Rostock), Albert Einstein Str. 29a, 18059, Rostock, Germany.
Thomas
0000-0001-9025-3244
T
Werner
D002245:Carbon Dioxide / Q000737:chemistry*; D002254:Carbonates / Q000737:chemistry*; D002384:Catalysis; D060326:Chemistry Techniques, Synthetic; D004852:Epoxy Compounds / Q000737:chemistry; D005227:Fatty Acids / Q000138:chemical synthesis* / Q000737:chemistry*; D055772:Green Chemistry Technology
D002254:Carbonates; D004852:Epoxy Compounds; D005227:Fatty Acids; D002245:Carbon Dioxide
carbon dioxide; cyclic carbonates; green chemistry; organocatalysis; phosphorus