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Title: Hydrogen Gas-Mediated Deoxydehydration/Hydrogenation of Sugar Acids: Catalytic Conversion of Glucarates to Adipates

Abstract

The development of a system for the operationally simple, scalable conversion of polyhydroxylated biomass into industrially relevant feedstock chemicals is described. This system includes a bimetallic Pd/Re catalyst in combination with hydrogen gas as a terminal reductant and enables the high-yielding reduction of sugar acids. This procedure has been applied to the synthesis of adipate esters, precursors for the production of Nylon-6,6, in excellent yield from biomass-derived sources.

Authors:
 [1];  [1];  [1];  [2];  [3];  [3];  [4]; ORCiD logo [1]
  1. Univ. of California, Berkeley, CA (United States). Dept. of Chemistry; BASF Corporation, Berkeley, CA (United States). California Research Alliance (CARA)
  2. Univ. of California, Berkeley, CA (United States). Dept. of Chemistry
  3. BASF SE, Ludwigshafen (Germany)
  4. BASF Corp., Fremont, CA (United States); BASF Corporation, Berkeley, CA (United States). California Research Alliance (CARA)
Publication Date:
Research Org.:
Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States)
Sponsoring Org.:
USDOE Office of Science (SC), Basic Energy Sciences (BES); National Science Foundation (NSF); BASF Corporation
OSTI Identifier:
1464155
Grant/Contract Number:  
AC02-05CH11231; CHE-1413862; 53093
Resource Type:
Accepted Manuscript
Journal Name:
Journal of the American Chemical Society
Additional Journal Information:
Journal Volume: 139; Journal Issue: 40; Journal ID: ISSN 0002-7863
Publisher:
American Chemical Society (ACS)
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats

Larson, Reed T., Samant, Andrew, Chen, Jianbin, Lee, Woojin, Bohn, Martin A., Ohlmann, Dominik M., Zuend, Stephan J., and Toste, F. Dean. Hydrogen Gas-Mediated Deoxydehydration/Hydrogenation of Sugar Acids: Catalytic Conversion of Glucarates to Adipates. United States: N. p., 2017. Web. doi:10.1021/jacs.7b07801.
Larson, Reed T., Samant, Andrew, Chen, Jianbin, Lee, Woojin, Bohn, Martin A., Ohlmann, Dominik M., Zuend, Stephan J., & Toste, F. Dean. Hydrogen Gas-Mediated Deoxydehydration/Hydrogenation of Sugar Acids: Catalytic Conversion of Glucarates to Adipates. United States. https://doi.org/10.1021/jacs.7b07801
Larson, Reed T., Samant, Andrew, Chen, Jianbin, Lee, Woojin, Bohn, Martin A., Ohlmann, Dominik M., Zuend, Stephan J., and Toste, F. Dean. Tue . "Hydrogen Gas-Mediated Deoxydehydration/Hydrogenation of Sugar Acids: Catalytic Conversion of Glucarates to Adipates". United States. https://doi.org/10.1021/jacs.7b07801. https://www.osti.gov/servlets/purl/1464155.
@article{osti_1464155,
title = {Hydrogen Gas-Mediated Deoxydehydration/Hydrogenation of Sugar Acids: Catalytic Conversion of Glucarates to Adipates},
author = {Larson, Reed T. and Samant, Andrew and Chen, Jianbin and Lee, Woojin and Bohn, Martin A. and Ohlmann, Dominik M. and Zuend, Stephan J. and Toste, F. Dean},
abstractNote = {The development of a system for the operationally simple, scalable conversion of polyhydroxylated biomass into industrially relevant feedstock chemicals is described. This system includes a bimetallic Pd/Re catalyst in combination with hydrogen gas as a terminal reductant and enables the high-yielding reduction of sugar acids. This procedure has been applied to the synthesis of adipate esters, precursors for the production of Nylon-6,6, in excellent yield from biomass-derived sources.},
doi = {10.1021/jacs.7b07801},
journal = {Journal of the American Chemical Society},
number = 40,
volume = 139,
place = {United States},
year = {2017},
month = {10}
}

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