Journal of the American Chemical Society
Journal of the American Chemical Society
5 years ago

Manganese-Catalyzed Upgrading of Ethanol into 1-Butanol

Manganese-Catalyzed Upgrading of Ethanol into 1-Butanol
Qiang Liu, Yujie Wang, Shaomin Fu, Zhihui Shao
Biomass-derived ethanol is an important renewable feedstock. Its conversion into high-quality biofuels is a promising route to replace fossil resources. Herein, an efficient manganese-catalyzed Guerbet-type condensation reaction of ethanol to form 1-butanol was explored. This is the first example of upgrading ethanol into higher alcohols using a homogeneous non-noble-metal catalyst. This process proceeded selectively in the presence of a well-defined manganese pincer complex at the parts per million (ppm) level. The developed reaction represents a sustainable synthesis of 1-butanol with excellent turnover number (>110 000) and turnover frequency (>3000 h–1). Moreover, mechanistic studies including control experiments, NMR spectroscopy, and X-ray crystallography identified the essential role of the “N–H moiety” of the manganese catalysts and the major reaction intermediates related to the catalytic cycle.

Publisher URL: http://dx.doi.org/10.1021/jacs.7b05939

DOI: 10.1021/jacs.7b05939

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