Gold as a Catalyst for the Ring Opening of 2,5-Dimethylfuran

Peter J. Miedziak; Jennifer K. Edwards; Stuart H. Taylor; David W. Knight; Brian Tarbit; Graham J. Hutchings

doi:10.1007/s10562-018-2415-3

Gold as a Catalyst for the Ring Opening of 2,5-Dimethylfuran

Peter J. Miedziak, Jennifer K. Edwards, Stuart H. Taylor, David W. Knight, Brian Tarbit, Graham J. Hutchings^*

^*Corresponding author for this work

Faculty of Computing, Engineering and Science

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

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Abstract

Abstract: The epoxidation of 2,5-dimethyl furan leads to the production of hex-3-ene-2,5-dione via a ring opening rearrangement reaction. A second epoxidation reaction could then enable a further ring closing rearrangement to form 4-hydroxy-2,5-dimethyl-3-furanone (furaneol). In this paper we report the use of gold and gold palladium supported on graphite and titania as catalysts for the ring opening reaction of 2,5-dimethyl furan. We show that by tuning the reaction conditions high selectivity towards hex-3-ene-2,5-dione can be achieved using green chemical methods and mild reaction conditions.

Graphical Abstract: [Figure not available: see fulltext.]

Original language	English
Number of pages	8
Journal	Catalysis Letters
Early online date	26 May 2018
DOIs	https://doi.org/10.1007/s10562-018-2415-3
Publication status	E-pub ahead of print - 26 May 2018

Keywords

2,5 Dimethylfuran
Gold catalysis
Hex-3-ene-2,5-dione

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title = "Gold as a Catalyst for the Ring Opening of 2,5-Dimethylfuran",

abstract = "Abstract: The epoxidation of 2,5-dimethyl furan leads to the production of hex-3-ene-2,5-dione via a ring opening rearrangement reaction. A second epoxidation reaction could then enable a further ring closing rearrangement to form 4-hydroxy-2,5-dimethyl-3-furanone (furaneol). In this paper we report the use of gold and gold palladium supported on graphite and titania as catalysts for the ring opening reaction of 2,5-dimethyl furan. We show that by tuning the reaction conditions high selectivity towards hex-3-ene-2,5-dione can be achieved using green chemical methods and mild reaction conditions. Graphical Abstract: [Figure not available: see fulltext.]",

keywords = "2,5 Dimethylfuran, Gold catalysis, Hex-3-ene-2,5-dione",

author = "Miedziak, {Peter J.} and Edwards, {Jennifer K.} and Taylor, {Stuart H.} and Knight, {David W.} and Brian Tarbit and Hutchings, {Graham J.}",

year = "2018",

month = may,

day = "26",

doi = "10.1007/s10562-018-2415-3",

language = "English",

journal = "Catalysis Letters",

issn = "1011-372X",

publisher = "Springer",

}

TY - JOUR

T1 - Gold as a Catalyst for the Ring Opening of 2,5-Dimethylfuran

AU - Miedziak, Peter J.

AU - Edwards, Jennifer K.

AU - Taylor, Stuart H.

AU - Knight, David W.

AU - Tarbit, Brian

AU - Hutchings, Graham J.

PY - 2018/5/26

Y1 - 2018/5/26

N2 - Abstract: The epoxidation of 2,5-dimethyl furan leads to the production of hex-3-ene-2,5-dione via a ring opening rearrangement reaction. A second epoxidation reaction could then enable a further ring closing rearrangement to form 4-hydroxy-2,5-dimethyl-3-furanone (furaneol). In this paper we report the use of gold and gold palladium supported on graphite and titania as catalysts for the ring opening reaction of 2,5-dimethyl furan. We show that by tuning the reaction conditions high selectivity towards hex-3-ene-2,5-dione can be achieved using green chemical methods and mild reaction conditions. Graphical Abstract: [Figure not available: see fulltext.]

AB - Abstract: The epoxidation of 2,5-dimethyl furan leads to the production of hex-3-ene-2,5-dione via a ring opening rearrangement reaction. A second epoxidation reaction could then enable a further ring closing rearrangement to form 4-hydroxy-2,5-dimethyl-3-furanone (furaneol). In this paper we report the use of gold and gold palladium supported on graphite and titania as catalysts for the ring opening reaction of 2,5-dimethyl furan. We show that by tuning the reaction conditions high selectivity towards hex-3-ene-2,5-dione can be achieved using green chemical methods and mild reaction conditions. Graphical Abstract: [Figure not available: see fulltext.]

KW - 2,5 Dimethylfuran

KW - Gold catalysis

KW - Hex-3-ene-2,5-dione

U2 - 10.1007/s10562-018-2415-3

DO - 10.1007/s10562-018-2415-3

M3 - Article

AN - SCOPUS:85047395872

SN - 1011-372X

JO - Catalysis Letters

JF - Catalysis Letters

ER -

Gold as a Catalyst for the Ring Opening of 2,5-Dimethylfuran

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