Metal-catalyzed selective deoxygenation of diols to alcohols

Marcel Schlaf; Prasenjit Ghosh; Paul J. Fagan; Elisabeth Hauptman; R. Morris Bullock

doi:10.1002/1521-3773(20011015)40:20<3887::AID-ANIE3887>3.0.CO;2-Q

Metal-catalyzed selective deoxygenation of diols to alcohols

Marcel Schlaf, Prasenjit Ghosh, Paul J. Fagan, Elisabeth Hauptman, R. Morris Bullock

Pacific Northwest National Laboratory

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

89 Citations (Scopus)

Abstract

The internal OH group of 1,2-propanediol is selectively removed in the deoxygenation catalyzed by [{Cp*Ru(CO)₂}₂(μ-H)]⁺OTf ^- (1, Cp*=C₃Me₅, OTf=trifluoromethanesulfonate; see scheme). This reaction provides a model for deoxygenation of polyols derived from carbohydrates, for use in alternative, biomass-based feedstock applications. An ionic mechanism is proposed that involves the dihydrogen complex [Cp*Ru(CO)₂(η²-H₂)]⁺.

Original language	English
Pages (from-to)	3887-3890
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	40
Issue number	20
DOIs	https://doi.org/10.1002/1521-3773(20011015)40:20<3887::AID-ANIE3887>3.0.CO;2-Q
Publication status	Published - Oct 15 2001

Keywords

Alcohols
Deoxygenation
Homogeneous catalysis
Hydrido complexes
Hydrogenation

ASJC Scopus subject areas

Catalysis
Chemistry(all)

Access to Document

10.1002/1521-3773(20011015)40:20<3887::AID-ANIE3887>3.0.CO;2-Q

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title = "Metal-catalyzed selective deoxygenation of diols to alcohols",

abstract = "The internal OH group of 1,2-propanediol is selectively removed in the deoxygenation catalyzed by [{Cp*Ru(CO)2}2(μ-H)]+OTf - (1, Cp*=C3Me5, OTf=trifluoromethanesulfonate; see scheme). This reaction provides a model for deoxygenation of polyols derived from carbohydrates, for use in alternative, biomass-based feedstock applications. An ionic mechanism is proposed that involves the dihydrogen complex [Cp*Ru(CO)2(η2-H2)]+.",

keywords = "Alcohols, Deoxygenation, Homogeneous catalysis, Hydrido complexes, Hydrogenation",

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T1 - Metal-catalyzed selective deoxygenation of diols to alcohols

AU - Schlaf, Marcel

AU - Ghosh, Prasenjit

AU - Fagan, Paul J.

AU - Hauptman, Elisabeth

AU - Morris Bullock, R.

PY - 2001/10/15

Y1 - 2001/10/15

N2 - The internal OH group of 1,2-propanediol is selectively removed in the deoxygenation catalyzed by [{Cp*Ru(CO)2}2(μ-H)]+OTf - (1, Cp*=C3Me5, OTf=trifluoromethanesulfonate; see scheme). This reaction provides a model for deoxygenation of polyols derived from carbohydrates, for use in alternative, biomass-based feedstock applications. An ionic mechanism is proposed that involves the dihydrogen complex [Cp*Ru(CO)2(η2-H2)]+.

AB - The internal OH group of 1,2-propanediol is selectively removed in the deoxygenation catalyzed by [{Cp*Ru(CO)2}2(μ-H)]+OTf - (1, Cp*=C3Me5, OTf=trifluoromethanesulfonate; see scheme). This reaction provides a model for deoxygenation of polyols derived from carbohydrates, for use in alternative, biomass-based feedstock applications. An ionic mechanism is proposed that involves the dihydrogen complex [Cp*Ru(CO)2(η2-H2)]+.

KW - Alcohols

KW - Deoxygenation

KW - Homogeneous catalysis

KW - Hydrido complexes

KW - Hydrogenation

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