Issue 6, 2018

Metal-free transesterification catalyzed by tetramethylammonium methyl carbonate

Abstract

Environmentally benign metal-free tetramethylammonium methyl carbonate is effective as a catalyst for the chemoselective, scalable, and reusable transesterification of various esters and alcohols in common organic solvents. In situ-generated highly active species, tetramethylammonium alkoxides, can greatly avoid self-decomposition at ≤110 °C, and are reusable. In particular, chelating substrates, such as amino alcohols, diols, triols, sugar derivatives, alkaloids, α-amino acid esters, etc., which deactivate conventional metal salt catalysts, can be used. A 100 gram scale biodiesel production was also demonstrated.

Graphical abstract: Metal-free transesterification catalyzed by tetramethylammonium methyl carbonate

Supplementary files

Article information

Article type
Communication
Submitted
26 Dec 2017
Accepted
13 Feb 2018
First published
13 Feb 2018

Green Chem., 2018,20, 1193-1198

Metal-free transesterification catalyzed by tetramethylammonium methyl carbonate

M. Hatano, Y. Tabata, Y. Yoshida, K. Toh, K. Yamashita, Y. Ogura and K. Ishihara, Green Chem., 2018, 20, 1193 DOI: 10.1039/C7GC03858E

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