Methyltrioxorhenium: Oxidative cleavage of CC-double bonds and its application in a highly efficient synthesis of vanillin from biological waste

Wolfgang A. Herrmann; Thomas Weskamp; Jochen P. Zoller; Richard W. Fischer

doi:10.1016/S1381-1169(99)00370-2

Methyltrioxorhenium: Oxidative cleavage of CC-double bonds and its application in a highly efficient synthesis of vanillin from biological waste

Wolfgang A. Herrmann, Thomas Weskamp, Jochen P. Zoller, Richard W. Fischer

Technical University of Munich

Research output: Contribution to journal › Article › peer-review

58 Scopus citations

Abstract

An oxidation system consisting of methyltrioxorhenium and H₂O₂ catalyzes the cleavage of CC-double bonds. By varying the reaction conditions, it is possible to generate either the aldehyde or the carboxylic acid in reasonable-to-excellent yields and selectivities, depending on the starting material. The application of these findings to isoeugenol and trans- ferulic acid - both available from renewable resources - results in a highly efficient synthesis of vanillin. (C) 2000 Elsevier Science B.V.

Original language	English
Pages (from-to)	49-52
Number of pages	4
Journal	Journal of Molecular Catalysis A: Chemical
Volume	153
Issue number	1-2
DOIs	https://doi.org/10.1016/S1381-1169(99)00370-2
State	Published - 10 Mar 2000

Keywords

Homogeneous catalysis
Methyltrioxorhenium
Oxidation
Renewable resources
Vanillin

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This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1016/S1381-1169(99)00370-2

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title = "Methyltrioxorhenium: Oxidative cleavage of CC-double bonds and its application in a highly efficient synthesis of vanillin from biological waste",

abstract = "An oxidation system consisting of methyltrioxorhenium and H2O2 catalyzes the cleavage of CC-double bonds. By varying the reaction conditions, it is possible to generate either the aldehyde or the carboxylic acid in reasonable-to-excellent yields and selectivities, depending on the starting material. The application of these findings to isoeugenol and trans- ferulic acid - both available from renewable resources - results in a highly efficient synthesis of vanillin. (C) 2000 Elsevier Science B.V.",

keywords = "Homogeneous catalysis, Methyltrioxorhenium, Oxidation, Renewable resources, Vanillin",

author = "Herrmann, {Wolfgang A.} and Thomas Weskamp and Zoller, {Jochen P.} and Fischer, {Richard W.}",

note = "Funding Information: This work was supported by the Fonds der Chemischen Industrie (studentship for T.W.), the Deutsche Forschungsgemeinschaft (DFG), the Bayerischer Forschungsverbund Katalyse (FORKAT) (grants for J.P.Z), and the Bavarian Ministry of Nutrition, Agriculture and Forestry.",

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T2 - Oxidative cleavage of CC-double bonds and its application in a highly efficient synthesis of vanillin from biological waste

AU - Herrmann, Wolfgang A.

AU - Weskamp, Thomas

AU - Zoller, Jochen P.

AU - Fischer, Richard W.

N1 - Funding Information: This work was supported by the Fonds der Chemischen Industrie (studentship for T.W.), the Deutsche Forschungsgemeinschaft (DFG), the Bayerischer Forschungsverbund Katalyse (FORKAT) (grants for J.P.Z), and the Bavarian Ministry of Nutrition, Agriculture and Forestry.

PY - 2000/3/10

Y1 - 2000/3/10

N2 - An oxidation system consisting of methyltrioxorhenium and H2O2 catalyzes the cleavage of CC-double bonds. By varying the reaction conditions, it is possible to generate either the aldehyde or the carboxylic acid in reasonable-to-excellent yields and selectivities, depending on the starting material. The application of these findings to isoeugenol and trans- ferulic acid - both available from renewable resources - results in a highly efficient synthesis of vanillin. (C) 2000 Elsevier Science B.V.

AB - An oxidation system consisting of methyltrioxorhenium and H2O2 catalyzes the cleavage of CC-double bonds. By varying the reaction conditions, it is possible to generate either the aldehyde or the carboxylic acid in reasonable-to-excellent yields and selectivities, depending on the starting material. The application of these findings to isoeugenol and trans- ferulic acid - both available from renewable resources - results in a highly efficient synthesis of vanillin. (C) 2000 Elsevier Science B.V.

KW - Homogeneous catalysis

KW - Methyltrioxorhenium

KW - Oxidation

KW - Renewable resources

KW - Vanillin

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U2 - 10.1016/S1381-1169(99)00370-2

DO - 10.1016/S1381-1169(99)00370-2

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VL - 153

SP - 49

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JO - Journal of Molecular Catalysis A: Chemical

JF - Journal of Molecular Catalysis A: Chemical

IS - 1-2

ER -

Methyltrioxorhenium: Oxidative cleavage of CC-double bonds and its application in a highly efficient synthesis of vanillin from biological waste

Abstract

Keywords

UN SDGs

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