Controlled hydrogenation of diphenylacetylene using alkylammonium formate

Hideyuki Suzuki; Ikkyu Satoh; Hiromi Nishioka; Yasuo Takeuchi

doi:10.1016/j.tetlet.2017.08.054

Controlled hydrogenation of diphenylacetylene using alkylammonium formate

Hideyuki Suzuki, Ikkyu Satoh, Hiromi Nishioka, Yasuo Takeuchi

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

1 Citation (Scopus)

Abstract

A simple and straightforward semihydrogenation of alkyne to alkene with triethanolamine and formic acid in the presence of PdCl₂ has been described. Although hydrogenation using formic acid as a hydrogenation source has been used in combination with amines previously, few reports are available concerning the associated reactivity. We demonstrated that reactivity changes depending on the type of amine used in the hydrogenation. Further, this reaction requires no strict time control, making it a useful tool in organic synthesis.

Original language	English
Pages (from-to)	3834-3837
Number of pages	4
Journal	Tetrahedron Letters
Volume	58
Issue number	40
DOIs	https://doi.org/10.1016/j.tetlet.2017.08.054
Publication status	Published - 2017

Keywords

Amine
Formic acid
Palladium catalyst
Semihydrogenation

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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AU - Suzuki, Hideyuki

AU - Satoh, Ikkyu

AU - Nishioka, Hiromi

AU - Takeuchi, Yasuo

PY - 2017

Y1 - 2017

N2 - A simple and straightforward semihydrogenation of alkyne to alkene with triethanolamine and formic acid in the presence of PdCl2 has been described. Although hydrogenation using formic acid as a hydrogenation source has been used in combination with amines previously, few reports are available concerning the associated reactivity. We demonstrated that reactivity changes depending on the type of amine used in the hydrogenation. Further, this reaction requires no strict time control, making it a useful tool in organic synthesis.

AB - A simple and straightforward semihydrogenation of alkyne to alkene with triethanolamine and formic acid in the presence of PdCl2 has been described. Although hydrogenation using formic acid as a hydrogenation source has been used in combination with amines previously, few reports are available concerning the associated reactivity. We demonstrated that reactivity changes depending on the type of amine used in the hydrogenation. Further, this reaction requires no strict time control, making it a useful tool in organic synthesis.

KW - Amine

KW - Formic acid

KW - Palladium catalyst

KW - Semihydrogenation

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 40

ER -

Controlled hydrogenation of diphenylacetylene using alkylammonium formate

Abstract

Keywords

ASJC Scopus subject areas

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