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Aerobic Self-Esterification of Alcohols Assisted by Mesoporous Manganese and Cobalt Oxide

Journal Article · · ChemCatChem
 [1];  [2];  [2];  [2];  [2];  [2];  [2];  [2];  [2];  [2]
  1. Univ. of Connecticut, Storrs, CT (United States); Univ of Connecticut
  2. Univ. of Connecticut, Storrs, CT (United States)
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Aerobic self-esterification of primary alcohols catalyzed by mesoporous metal oxides (manganese and cobalt oxides) is reported under base and solvent free conditions. For a range of aliphatic alcohols, up to 90 % conversions to esters was achieved. The catalytic reaction is likewise applicable to neat aldehydes as substrates with yields of up to 86 %. High pressure batch reaction for ethanol to ethyl acetate led to 22 % yield. Isotope labeling studies indicated decarboxylation on the catalyst surface. Mechanistic and kinetic experiments implicate oxygen rebound and α-carbon removal as intermediate steps. Finally, mesoporous cobalt oxide showed about 20 % higher catalytic activity compared to mesoporous manganese oxide.
Research Organization:
Univ. of Connecticut, Storrs, CT (United States)
Sponsoring Organization:
USDOE Office of Science (SC), Basic Energy Sciences (BES). Chemical Sciences, Geosciences & Biosciences Division
Grant/Contract Number:
FG02-86ER13622
OSTI ID:
1598199
Alternate ID(s):
OSTI ID: 1544451
Journal Information:
ChemCatChem, Journal Name: ChemCatChem Journal Issue: 15 Vol. 11; ISSN 1867-3880
Publisher:
ChemPubSoc EuropeCopyright Statement
Country of Publication:
United States
Language:
English

References (34)

General and Selective Palladium-Catalyzed Oxidative Esterification of Alcohols journal April 2011
Palladium-Catalyzed Aerobic Oxidative Direct Esterification of Alcohols journal April 2011
Mesoporous Manganese Oxide Catalyzed Aerobic Oxidative Coupling of Anilines To Aromatic Azo Compounds journal January 2016
Palladium-Catalyzed Carbonylation Reactions of Aryl Halides and Related Compounds journal May 2009
General and Selective Palladium-Catalyzed Oxidative Esterification of Alcohols journal April 2011
Palladium-Catalyzed Aerobic Oxidative Direct Esterification of Alcohols journal April 2011
Mesoporous Manganese Oxide Catalyzed Aerobic Oxidative Coupling of Anilines To Aromatic Azo Compounds journal January 2016
Gold Supported on Nanocrystalline β-Ga 2 O 3 as a Versatile Bifunctional Catalyst for Facile Oxidative Transformation of Alcohols, Aldehydes, and Acetals into Esters journal August 2008
Efficient and Simple Approaches Towards Direct Oxidative Esterification of Alcohols journal October 2014
Facile Conversion of Alcohols into Esters and Dihydrogen Catalyzed by New Ruthenium Complexes. journal December 2005
Copper-Catalyzed Cross-Coupling of Thiols, Alcohols, and Oxygen for the Synthesis of Esters: Copper-Catalyzed Cross-Coupling for the Synthesis of Esters journal December 2014
Ion induced promotion of activity enhancement of mesoporous manganese oxides for aerobic oxidation reactions journal April 2015
Controllable synthesis of mesoporous cobalt oxide for peroxide free catalytic epoxidation of alkenes under aerobic conditions journal February 2018
Highly efficient self-esterification of aliphatic alcohols using supported gold nanoparticles under mild conditions journal November 2016
Studies of the Hierarchical Structure in UCT Manganese Oxides journal July 2017
Comprehensive Magnetic Study of Nanostructured Mesoporous Manganese Oxide Materials and Implications for Catalytic Behavior journal January 2018
Crystalline Mesoporous K 2– x Mn 8 O 16 and ε-MnO 2 by Mild Transformations of Amorphous Mesoporous Manganese Oxides and Their Enhanced Redox Properties journal June 2014
Mesoporous Co 3 O 4 with Controlled Porosity: Inverse Micelle Synthesis and High-Performance Catalytic CO Oxidation at −60 °C journal July 2014
Base-Free Oxidation of Alcohols to Esters at Room Temperature and Atmospheric Conditions using Nanoscale Co-Based Catalysts journal February 2015
Facile Conversion of Alcohols into Esters and Dihydrogen Catalyzed by New Ruthenium Complexes journal August 2005
Selective Oxidation of Alcohols to Esters Using Heterogeneous Co 3 O 4 –N@C Catalysts under Mild Conditions journal July 2013
Catalytic Transformation of Aliphatic Alcohols to Corresponding Esters in O 2 under Neutral Conditions Using Visible-Light Irradiation journal January 2015
Ruthenium-catalyzed oxidative transformation of alcohols and aldehydes to esters and lactones journal September 1987
High-Performance Catalytic CH 4 Oxidation at Low Temperatures: Inverse Micelle Synthesis of Amorphous Mesoporous Manganese Oxides and Mild Transformation to K 2– x Mn 8 O 16 and ϵ-MnO 2 journal January 2015
Mechanistic Studies of the Oxidative Dehydrogenation of Methanol Using a Cationic Palladium Complex journal July 2009
Esterification and Transesterification of Renewable Chemicals journal February 2004
Sn-zeolite beta as a heterogeneous chemoselective catalyst for Baeyer–Villiger oxidations journal July 2001
A general approach to crystalline and monomodal pore size mesoporous materials journal December 2013
Direct oxidative esterification of alcohols journal January 2014
Cross dehydrogenative coupling of N -aryltetrahydroisoquinolines (sp 3 C–H) with indoles (sp 2 C–H) using a heterogeneous mesoporous manganese oxide catalyst journal January 2017
Mesoporous cobalt/manganese oxide: a highly selective bifunctional catalyst for amine–imine transformations journal January 2018
Oxidant controlled Pd-catalysed selective oxidation of primary alcohols journal January 2013
Transformation of alcohols to esters promoted by hydrogen bonds using oxygen as the oxidant under metal-free conditions journal October 2018
Direct Condensation of Carboxylic Acids with Alcohols Catalyzed by Hafnium(IV) Salts journal November 2000

Figures / Tables (12)

Figure 1(p. 8)figure Figure 1
Table 1(p. 8)table Table 1
Scheme 1(p. 9)figure Scheme 1
Table 2(p. 9)table Table 2
Table 3(p. 10)table Table 3
Table 4(p. 11)table Table 4
Table 5(p. 12)table Table 5
Table 6: Part 1(p. 13)table Table 6: Part 1
Table 6: Part 2(p. 14)table Table 6: Part 2
Table 7(p. 15)table Table 7
Scheme 2(p. 16)figure Scheme 2
Table 8(p. 17)table Table 8

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Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
aerobic oxidation
esterification
heterogeneous catalysis
mesoporous materials
transition metal oxides