Catalytic decarbonylation of biomass-derived carboxylic acids as efficient route to commodity monomers

Maria O. Miranda; Agostino Pietrangelo; Marc A. Hillmyer; William B. Tolman

doi:10.1039/C2GC16115J

Catalytic decarbonylation of biomass-derived carboxylic acids as efficient route to commodity monomers

Maria O. Miranda, Agostino Pietrangelo, Marc A. Hillmyer, William B. Tolman

Chemistry (Twin Cities)

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

53 Scopus citations

Abstract

The palladium-catalyzed decarbonylation of bio-derived carboxylic acids to alkyl acrylates, styrene, and acrylonitrile is reported. The olefins were isolated by continuous distillation in yields up to 87% by heating a neat, equimolar mixture of pivalic anhydride with the appropriate carboxylic acid to 190 °C in the presence of a Pd-phosphine catalyst.

Original language	English (US)
Pages (from-to)	490-494
Number of pages	5
Journal	Green Chemistry
Volume	14
Issue number	2
DOIs	https://doi.org/10.1039/C2GC16115J
State	Published - Jan 2 2012

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10.1039/C2GC16115J

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abstract = "The palladium-catalyzed decarbonylation of bio-derived carboxylic acids to alkyl acrylates, styrene, and acrylonitrile is reported. The olefins were isolated by continuous distillation in yields up to 87% by heating a neat, equimolar mixture of pivalic anhydride with the appropriate carboxylic acid to 190 °C in the presence of a Pd-phosphine catalyst.",

author = "Miranda, {Maria O.} and Agostino Pietrangelo and Hillmyer, {Marc A.} and Tolman, {William B.}",

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AU - Pietrangelo, Agostino

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AU - Tolman, William B.

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N2 - The palladium-catalyzed decarbonylation of bio-derived carboxylic acids to alkyl acrylates, styrene, and acrylonitrile is reported. The olefins were isolated by continuous distillation in yields up to 87% by heating a neat, equimolar mixture of pivalic anhydride with the appropriate carboxylic acid to 190 °C in the presence of a Pd-phosphine catalyst.

AB - The palladium-catalyzed decarbonylation of bio-derived carboxylic acids to alkyl acrylates, styrene, and acrylonitrile is reported. The olefins were isolated by continuous distillation in yields up to 87% by heating a neat, equimolar mixture of pivalic anhydride with the appropriate carboxylic acid to 190 °C in the presence of a Pd-phosphine catalyst.

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Catalytic decarbonylation of biomass-derived carboxylic acids as efficient route to commodity monomers

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