Electrocatalytic asymmetric hydrogenation of α,β-unsaturated acids in a PEM reactor with cinchona-modified palladium catalysts

Atsushi Fukazawa; Kenta Tanaka; Yasushi Hashimoto; Yasushi Sato; Mahito Atobe

doi:10.1016/j.elecom.2020.106734

Electrocatalytic asymmetric hydrogenation of α,β-unsaturated acids in a PEM reactor with cinchona-modified palladium catalysts

Atsushi Fukazawa, Kenta Tanaka, Yasushi Hashimoto, Yasushi Sato, Mahito Atobe

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

9 Citations (Scopus)

Abstract

We have developed an electrocatalytic asymmetric hydrogenation reaction using a proton-exchange membrane (PEM) reactor that employs a polymer electrolyte fuel cell and industrial electrolysis technologies. Reasonable enantioselectivities and excellent current efficiencies were obtained in the asymmetric hydrogenation of α-phenylcinnamic acid under mild conditions without adding a supporting electrolyte. The current density was crucial to achieving the improved results observed.

Original language	English
Article number	106734
Journal	Electrochemistry Communications
Volume	115
DOIs	https://doi.org/10.1016/j.elecom.2020.106734
Publication status	Published - Jun 2020
Externally published	Yes

Keywords

Cinchona-modified palladium catalysts
Electrocatalytic asymmetric hydrogenation
Electrosynthesis
Proton-exchange membrane (PEM) reactor
α,β-Unsaturated acids

ASJC Scopus subject areas

Electrochemistry

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10.1016/j.elecom.2020.106734

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title = "Electrocatalytic asymmetric hydrogenation of α,β-unsaturated acids in a PEM reactor with cinchona-modified palladium catalysts",

abstract = "We have developed an electrocatalytic asymmetric hydrogenation reaction using a proton-exchange membrane (PEM) reactor that employs a polymer electrolyte fuel cell and industrial electrolysis technologies. Reasonable enantioselectivities and excellent current efficiencies were obtained in the asymmetric hydrogenation of α-phenylcinnamic acid under mild conditions without adding a supporting electrolyte. The current density was crucial to achieving the improved results observed.",

keywords = "Cinchona-modified palladium catalysts, Electrocatalytic asymmetric hydrogenation, Electrosynthesis, Proton-exchange membrane (PEM) reactor, α,β-Unsaturated acids",

author = "Atsushi Fukazawa and Kenta Tanaka and Yasushi Hashimoto and Yasushi Sato and Mahito Atobe",

note = "Funding Information: This work was financially supported by a Grant-in-Aid for Scientific Research on Innovative Areas (No. 2707: Middle Molecular Strategy) and JST CREST Grant No. JP65R1204400 , CREST, Japan. Funding Information: This work was financially supported by a Grant-in-Aid for Scientific Research on Innovative Areas (No. 2707: Middle Molecular Strategy) and JST CREST Grant No. JP65R1204400, CREST, Japan. Publisher Copyright: {\textcopyright} 2020 The Author(s)",

year = "2020",

month = jun,

doi = "10.1016/j.elecom.2020.106734",

language = "English",

volume = "115",

journal = "Electrochemistry Communications",

issn = "1388-2481",

publisher = "Elsevier Inc.",

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TY - JOUR

T1 - Electrocatalytic asymmetric hydrogenation of α,β-unsaturated acids in a PEM reactor with cinchona-modified palladium catalysts

AU - Fukazawa, Atsushi

AU - Tanaka, Kenta

AU - Hashimoto, Yasushi

AU - Sato, Yasushi

AU - Atobe, Mahito

N1 - Funding Information: This work was financially supported by a Grant-in-Aid for Scientific Research on Innovative Areas (No. 2707: Middle Molecular Strategy) and JST CREST Grant No. JP65R1204400 , CREST, Japan. Funding Information: This work was financially supported by a Grant-in-Aid for Scientific Research on Innovative Areas (No. 2707: Middle Molecular Strategy) and JST CREST Grant No. JP65R1204400, CREST, Japan. Publisher Copyright: © 2020 The Author(s)

PY - 2020/6

Y1 - 2020/6

N2 - We have developed an electrocatalytic asymmetric hydrogenation reaction using a proton-exchange membrane (PEM) reactor that employs a polymer electrolyte fuel cell and industrial electrolysis technologies. Reasonable enantioselectivities and excellent current efficiencies were obtained in the asymmetric hydrogenation of α-phenylcinnamic acid under mild conditions without adding a supporting electrolyte. The current density was crucial to achieving the improved results observed.

AB - We have developed an electrocatalytic asymmetric hydrogenation reaction using a proton-exchange membrane (PEM) reactor that employs a polymer electrolyte fuel cell and industrial electrolysis technologies. Reasonable enantioselectivities and excellent current efficiencies were obtained in the asymmetric hydrogenation of α-phenylcinnamic acid under mild conditions without adding a supporting electrolyte. The current density was crucial to achieving the improved results observed.

KW - Cinchona-modified palladium catalysts

KW - Electrocatalytic asymmetric hydrogenation

KW - Electrosynthesis

KW - Proton-exchange membrane (PEM) reactor

KW - α,β-Unsaturated acids

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DO - 10.1016/j.elecom.2020.106734

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SN - 1388-2481

VL - 115

JO - Electrochemistry Communications

JF - Electrochemistry Communications

M1 - 106734

ER -

Electrocatalytic asymmetric hydrogenation of α,β-unsaturated acids in a PEM reactor with cinchona-modified palladium catalysts

Abstract

Keywords

ASJC Scopus subject areas

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