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Title: Enabling Catalytic Strategies for Biomass Conversion

Abstract

This research program employed a mix of fundamental investigations of catalytic reactivity with targeted approaches for the catalytic synthesis of monomers and renewable polymers. We investigated the mechanisms of selective aerobic oxidation of polyols and carbohydrates with Pd catalysts with a special focus on the role of hydrogen peroxide and peroxy intermediates in an effort to increase catalyst lifetime. We also extended our studies on the selective oxidation of sugars to ketoses and the oxidative lactonization of 1,5-diols to generate new families of lactone monomers.

Authors:
 [1]
  1. Stanford Univ., Stanford, CA (United States)
Publication Date:
Research Org.:
Stanford Univ., CA (United States)
Sponsoring Org.:
USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22). Chemical Sciences, Geosciences & Biosciences Division
OSTI Identifier:
1432989
Report Number(s):
Final Report DOE Stanford 5430
DOE Contract Number:  
SC0005430
Resource Type:
Technical Report
Resource Relation:
Related Information: Flanagan, J. C. A.; Kang, E. J.; Strong, N. I.; Waymouth, R. M. "Catalytic Dimerization of Crotonates", ACS Catalysis, 2015 5, 5328-5332. DOI: 10.1021/acscatal.5b00930.Ingram, A. J.; Walker, K. L.; Zare, R. N.; Waymouth, R. M. "Catalytic Role of Multinuclear Palladium-Oxygen Intermediates in Aerobic Oxidation Followed by Hydrogen Peroxide Disproportionation" J. Am. Chem. Soc. 2015, 137, 13632-13646, doi: 10.1021/jacs.5b08719.Myung, J.; Flanagan, J.C.A.; Waymouth, R. M.; Criddle, C.S. " Methane- or Methanol-Oxidation Dependent Synthesis of Poly(3-hydroxybutyrate-co-3-hydroxyvalerate) by Obligate Type II Methanotrophs" Process Biochem. 2016, 51, 561-567. dx.doi.org/10.1016/j.procbio.2016.02.005.Chung, K., Waymouth, R.M. "Selective Catalytic Oxidation of Unprotected Carbohydrates" ACS Catalysis, 2016, 6, 4653-4659. DOI: 10.1021/acscatal.6b01501.Davis, D.C.; Walker, K. L.; Hu, C.; Zare, R. N.; Waymouth, R. M.; Dai, M. "Catalytic Spirolactonization of Hydroxycyclopropanols: Total Synthesis of Levantenolides" J. Am. Chem. Soc., 2016, 138, 10693-10699. doi:10.1020/jac.6b06573.Myung, J.; Flanagan, J. C. A.; Waymouth, R. M.; Criddle, C. S. “Expanding the range of polyhydroxyalkanoates synthesized by methanotrophic bacteria through the utilization of omega-hydroxyalkanoate co-substrates” AMB Express, 2017, 7:118. DOI: 10.1186/s13568-017-0417-yWalker, K. L.; Dornan, L.M.; Zare, R. N.; Waymouth, R. M.; Muldoon, M. J. “Catalytic Oxidation of Styrenes with Hydrogen Peroxide in the Presence of Cationic Palladium Complexes” J. Am. Chem. Soc., 2017, 139, 12495-12503, doi: 10.1021/jacas.7b05413.Olsson, J. V.; Chung, Y-L.; Li, R. J.; Waymouth, R. M.; Sattely, E.; Billington, S.; Frank, C. W. "Lignin Poly(lactic Acid) Copolymers" US Patent. 9,567,432 B2, 14 February 2017.Zhang, X.; Fevre, M.; Jones, G. O.; Waymouth, R. M. "Catalysis as an Enabling Science for Sustainable Polymers" Chem. Rev. 2018, 118, 839-885. doi: 10.1021/acs.chemrev.7b00329.Ho, W. C., Chung, K.; Ingram, A. J., Waymouth, R. M. "Pd-Catalyzed Aerobic Oxidation Reactions: Strategies to Increase Catalyst Lifetimes", J. Am. Chem. Soc., 2018, 140, 748-757. doi: 10.1021/jacs.7b11372.
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; 36 MATERIALS SCIENCE; Catalysis; Oxidation; Mass Spectrometry; Alcohol Oxidation

Citation Formats

Waymouth, Robert M. Enabling Catalytic Strategies for Biomass Conversion. United States: N. p., 2018. Web. doi:10.2172/1432989.
Waymouth, Robert M. Enabling Catalytic Strategies for Biomass Conversion. United States. doi:10.2172/1432989.
Waymouth, Robert M. Fri . "Enabling Catalytic Strategies for Biomass Conversion". United States. doi:10.2172/1432989. https://www.osti.gov/servlets/purl/1432989.
@article{osti_1432989,
title = {Enabling Catalytic Strategies for Biomass Conversion},
author = {Waymouth, Robert M.},
abstractNote = {This research program employed a mix of fundamental investigations of catalytic reactivity with targeted approaches for the catalytic synthesis of monomers and renewable polymers. We investigated the mechanisms of selective aerobic oxidation of polyols and carbohydrates with Pd catalysts with a special focus on the role of hydrogen peroxide and peroxy intermediates in an effort to increase catalyst lifetime. We also extended our studies on the selective oxidation of sugars to ketoses and the oxidative lactonization of 1,5-diols to generate new families of lactone monomers.},
doi = {10.2172/1432989},
journal = {},
number = ,
volume = ,
place = {United States},
year = {Fri Apr 13 00:00:00 EDT 2018},
month = {Fri Apr 13 00:00:00 EDT 2018}
}

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