Highly sustainable catalytic dehydrogenation of alcohols with evolution of hydrogen gas

G.B.W.L. Ligthart; R.H. Meijer; M.P.J. Donners; J. Meuldijk; J.A.J.M. Vekemans; L.A. Hulshof

doi:10.1016/S0040-4039%2802%2902842-3

Highly sustainable catalytic dehydrogenation of alcohols with evolution of hydrogen gas

G.B.W.L. Ligthart, R.H. Meijer, M.P.J. Donners, J. Meuldijk, J.A.J.M. Vekemans, L.A. Hulshof

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Abstract

The catalytic dehydrogenation of alcs. into aldehydes and ketones in the absence of H-acceptors was studied with several transition metal catalysts in order to develop a large-scale procedure. Applying Ru(OCOCF3)2(CO)(PPh3)2, the so called Robinson catalyst, several secondary alcs. could be dehydrogenated with high selectivity into the corresponding ketones in relatively short reaction times. Highly effective atom utilization could be realized avoiding solvents and giving hydrogen gas as the sole byproduct. However, in contrast to Robinson's work the catalytic dehydrogenation of primary alcs. appeared to be problematic due to decarbonylation with concomitant catalyst deactivation and aldol condensation under the strong acid or basic conditions applied. [on SciFinder (R)]

Original language	English
Pages (from-to)	1507-1509
Number of pages	3
Journal	Tetrahedron Letters
Volume	44
Issue number	7
DOIs	https://doi.org/10.1016/S0040-4039%2802%2902842-3 https://doi.org/10.1016/S0040-4039(02)02842-3
Publication status	Published - 2003

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title = "Highly sustainable catalytic dehydrogenation of alcohols with evolution of hydrogen gas",

abstract = "The catalytic dehydrogenation of alcs. into aldehydes and ketones in the absence of H-acceptors was studied with several transition metal catalysts in order to develop a large-scale procedure. Applying Ru(OCOCF3)2(CO)(PPh3)2, the so called Robinson catalyst, several secondary alcs. could be dehydrogenated with high selectivity into the corresponding ketones in relatively short reaction times. Highly effective atom utilization could be realized avoiding solvents and giving hydrogen gas as the sole byproduct. However, in contrast to Robinson's work the catalytic dehydrogenation of primary alcs. appeared to be problematic due to decarbonylation with concomitant catalyst deactivation and aldol condensation under the strong acid or basic conditions applied. [on SciFinder (R)]",

author = "G.B.W.L. Ligthart and R.H. Meijer and M.P.J. Donners and J. Meuldijk and J.A.J.M. Vekemans and L.A. Hulshof",

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doi = "10.1016/S0040-4039%2802%2902842-3",

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volume = "44",

pages = "1507--1509",

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TY - JOUR

T1 - Highly sustainable catalytic dehydrogenation of alcohols with evolution of hydrogen gas

AU - Ligthart, G.B.W.L.

AU - Meijer, R.H.

AU - Donners, M.P.J.

AU - Meuldijk, J.

AU - Vekemans, J.A.J.M.

AU - Hulshof, L.A.

PY - 2003

Y1 - 2003

N2 - The catalytic dehydrogenation of alcs. into aldehydes and ketones in the absence of H-acceptors was studied with several transition metal catalysts in order to develop a large-scale procedure. Applying Ru(OCOCF3)2(CO)(PPh3)2, the so called Robinson catalyst, several secondary alcs. could be dehydrogenated with high selectivity into the corresponding ketones in relatively short reaction times. Highly effective atom utilization could be realized avoiding solvents and giving hydrogen gas as the sole byproduct. However, in contrast to Robinson's work the catalytic dehydrogenation of primary alcs. appeared to be problematic due to decarbonylation with concomitant catalyst deactivation and aldol condensation under the strong acid or basic conditions applied. [on SciFinder (R)]

AB - The catalytic dehydrogenation of alcs. into aldehydes and ketones in the absence of H-acceptors was studied with several transition metal catalysts in order to develop a large-scale procedure. Applying Ru(OCOCF3)2(CO)(PPh3)2, the so called Robinson catalyst, several secondary alcs. could be dehydrogenated with high selectivity into the corresponding ketones in relatively short reaction times. Highly effective atom utilization could be realized avoiding solvents and giving hydrogen gas as the sole byproduct. However, in contrast to Robinson's work the catalytic dehydrogenation of primary alcs. appeared to be problematic due to decarbonylation with concomitant catalyst deactivation and aldol condensation under the strong acid or basic conditions applied. [on SciFinder (R)]

U2 - 10.1016/S0040-4039%2802%2902842-3

DO - 10.1016/S0040-4039%2802%2902842-3

M3 - Article

SN - 0040-4039

VL - 44

SP - 1507

EP - 1509

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 7

ER -

Highly sustainable catalytic dehydrogenation of alcohols with evolution of hydrogen gas

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