Mechanism of the hydrogenolysis of ethers over silica-supported rhodium catalyst modified with rhenium oxide

Shuichi Koso; Yoshinao Nakagawa; Keiichi Tomishige

doi:10.1016/j.jcat.2011.03.018

Mechanism of the hydrogenolysis of ethers over silica-supported rhodium catalyst modified with rhenium oxide

Shuichi Koso, Yoshinao Nakagawa, Keiichi Tomishige

ENG - Applied Chemistry

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

135 Citations (Scopus)

Abstract

The Rh-ReO_x/SiO₂ (Re/Rh = 0.5) exhibited high activity in the hydrogenolysis of ethers with an OH group. The CO bond neighboring CH₂OH group was selectively dissociated: The hydrogenolysis of tetrahydro-5-methyl-2-furfuryl alcohol and 2-isopropoxyethannol gave 1,5-hexanediol and ethanol + isopropanol, respectively. This tendency suggests the regioselective CO dissociation mechanism via anion intermediate formed by the attack of hydride and the subsequent protonation of the anion.

Original language	English
Pages (from-to)	221-229
Number of pages	9
Journal	Journal of Catalysis
Volume	280
Issue number	2
DOIs	https://doi.org/10.1016/j.jcat.2011.03.018
Publication status	Published - 2011 Jun 13

Keywords

Ether
Hydride
Hydrogenolysis
Re
Regioselectivity
Rh

ASJC Scopus subject areas

Catalysis
Physical and Theoretical Chemistry

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10.1016/j.jcat.2011.03.018

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title = "Mechanism of the hydrogenolysis of ethers over silica-supported rhodium catalyst modified with rhenium oxide",

abstract = "The Rh-ReOx/SiO2 (Re/Rh = 0.5) exhibited high activity in the hydrogenolysis of ethers with an OH group. The CO bond neighboring CH2OH group was selectively dissociated: The hydrogenolysis of tetrahydro-5-methyl-2-furfuryl alcohol and 2-isopropoxyethannol gave 1,5-hexanediol and ethanol + isopropanol, respectively. This tendency suggests the regioselective CO dissociation mechanism via anion intermediate formed by the attack of hydride and the subsequent protonation of the anion.",

keywords = "Ether, Hydride, Hydrogenolysis, Re, Regioselectivity, Rh",

author = "Shuichi Koso and Yoshinao Nakagawa and Keiichi Tomishige",

note = "Funding Information: This work was in part supported by Grant-in-Aid for JSPS Fellows. The measurement of NH 3 -TPD was kindly performed by Prof. Naonobu Katada, Department of Chemistry and Biotechnology, Tottori University. ",

year = "2011",

month = jun,

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doi = "10.1016/j.jcat.2011.03.018",

language = "English",

volume = "280",

pages = "221--229",

journal = "Journal of Catalysis",

issn = "0021-9517",

publisher = "Academic Press Inc.",

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TY - JOUR

T1 - Mechanism of the hydrogenolysis of ethers over silica-supported rhodium catalyst modified with rhenium oxide

AU - Koso, Shuichi

AU - Nakagawa, Yoshinao

AU - Tomishige, Keiichi

N1 - Funding Information: This work was in part supported by Grant-in-Aid for JSPS Fellows. The measurement of NH 3 -TPD was kindly performed by Prof. Naonobu Katada, Department of Chemistry and Biotechnology, Tottori University.

PY - 2011/6/13

Y1 - 2011/6/13

N2 - The Rh-ReOx/SiO2 (Re/Rh = 0.5) exhibited high activity in the hydrogenolysis of ethers with an OH group. The CO bond neighboring CH2OH group was selectively dissociated: The hydrogenolysis of tetrahydro-5-methyl-2-furfuryl alcohol and 2-isopropoxyethannol gave 1,5-hexanediol and ethanol + isopropanol, respectively. This tendency suggests the regioselective CO dissociation mechanism via anion intermediate formed by the attack of hydride and the subsequent protonation of the anion.

AB - The Rh-ReOx/SiO2 (Re/Rh = 0.5) exhibited high activity in the hydrogenolysis of ethers with an OH group. The CO bond neighboring CH2OH group was selectively dissociated: The hydrogenolysis of tetrahydro-5-methyl-2-furfuryl alcohol and 2-isopropoxyethannol gave 1,5-hexanediol and ethanol + isopropanol, respectively. This tendency suggests the regioselective CO dissociation mechanism via anion intermediate formed by the attack of hydride and the subsequent protonation of the anion.

KW - Ether

KW - Hydride

KW - Hydrogenolysis

KW - Re

KW - Regioselectivity

KW - Rh

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DO - 10.1016/j.jcat.2011.03.018

M3 - Article

AN - SCOPUS:79957481242

VL - 280

SP - 221

EP - 229

JO - Journal of Catalysis

JF - Journal of Catalysis

SN - 0021-9517

IS - 2

ER -

Mechanism of the hydrogenolysis of ethers over silica-supported rhodium catalyst modified with rhenium oxide

Abstract

Keywords

ASJC Scopus subject areas

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