Chemical Communications, volume 58, issue 21, pages 3509-3512

In situ silane activation enables catalytic reduction of carboxylic acids

Emma L Stoll ^{1, 2}

Thomas Barber ^{1, 2}

David J. Hirst ^{3, 4}

Ross M. Denton ^{1, 2}

School of Chemistry, University of Nottingham, GlaxoSmithKline Carbon Neutral Laboratories for Sustainable Chemistry, 6 Triumph Road, Nottingham, NG7 2GA, UK

School of Chemistry, University of Nottingham, GlaxoSmithKline Carbon Neutral Laboratories for Sustainable Chemistry, 6 Triumph Road, Nottingham, UK

GlaxoSmithKline, Gunnels Wood Road, Stevenage, SG1 2NY, UK |

⁴

GlaxoSmithKline, Gunnels Wood Road, Stevenage, UK |

Publication type: Journal Article

Publication date: 2022-01-20

Royal Society of Chemistry (RSC)

Journal: Chemical Communications

scimago Q1

SJR: 1.133

CiteScore: 8.6

Impact factor: 4.3

ISSN: 13597345, 1364548X

DOI: 10.1039/d1cc03396d

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Materials Chemistry

Metals and Alloys

Surfaces, Coatings and Films

General Chemistry

Ceramics and Composites

Electronic, Optical and Magnetic Materials

Catalysis

Abstract

We describe a catalytic system for the conversion of carboxylic acids into alcohols using substoichiometric zinc acetate and N-methyl morpholine, in combination with phenylsilane as the nominal terminal reductant. Reaction monitoring by 19F NMR spectroscopy demonstrates that the reaction proceeds by mutual activation of the carboxylic acid and silane through the in situ generation of silyl ester intermediates.

Found

	1
Green Chemistry	Green Chemistry, 1, 7.69% Green Chemistry 1 publication, 7.69%
New Journal of Chemistry	New Journal of Chemistry, 1, 7.69% New Journal of Chemistry 1 publication, 7.69%
Organic Letters	Organic Letters, 1, 7.69% Organic Letters 1 publication, 7.69%
Synthesis	Synthesis, 1, 7.69% Synthesis 1 publication, 7.69%
Journal of Cleaner Production	Journal of Cleaner Production, 1, 7.69% Journal of Cleaner Production 1 publication, 7.69%
Chemistry - A European Journal	Chemistry - A European Journal, 1, 7.69% Chemistry - A European Journal 1 publication, 7.69%
Journal of the American Chemical Society	Journal of the American Chemical Society, 1, 7.69% Journal of the American Chemical Society 1 publication, 7.69%
Russian Chemical Reviews	Russian Chemical Reviews, 1, 7.69% Russian Chemical Reviews 1 publication, 7.69%
Chinese Journal of Chemistry	Chinese Journal of Chemistry, 1, 7.69% Chinese Journal of Chemistry 1 publication, 7.69%
Organic and Biomolecular Chemistry	Organic and Biomolecular Chemistry, 1, 7.69% Organic and Biomolecular Chemistry 1 publication, 7.69%
JACS Au	JACS Au, 1, 7.69% JACS Au 1 publication, 7.69%
	1

	1 2 3
Royal Society of Chemistry (RSC)	Royal Society of Chemistry (RSC), 3, 23.08% Royal Society of Chemistry (RSC) 3 publications, 23.08%
American Chemical Society (ACS)	American Chemical Society (ACS), 3, 23.08% American Chemical Society (ACS) 3 publications, 23.08%
Wiley	Wiley, 3, 23.08% Wiley 3 publications, 23.08%
Elsevier	Elsevier, 2, 15.38% Elsevier 2 publications, 15.38%
Georg Thieme Verlag KG	Georg Thieme Verlag KG, 1, 7.69% Georg Thieme Verlag KG 1 publication, 7.69%
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii	Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii, 1, 7.69% Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii 1 publication, 7.69%
	1 2 3

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Publisher

Royal Society of Chemistry (RSC)

Journal

Chemical Communications

scimago Q1

SJR

1.133

CiteScore

8.6

Impact factor

4.3

ISSN

13597345 (Print)

1364548X (Electronic)

In situ silane activation enables catalytic reduction of carboxylic acids

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