Synthesis and properties of (π-allyl)palladium formates as intermediates in palladium-catalyzed reductive cleavage of allylic acetates and carbonates with formic acid

Masato Oshima; Isao Shimizu; Akio Yamamoto; Fumiyuki Ozawa

Synthesis and properties of (π-allyl)palladium formates as intermediates in palladium-catalyzed reductive cleavage of allylic acetates and carbonates with formic acid

Masato Oshima, Isao Shimizu^*, Akio Yamamoto, Fumiyuki Ozawa

^*Corresponding author for this work

Waseda University

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

64 Citations (Scopus)

Abstract

Neutral (π-allyl)(tertiary phosphine)palladium formates and ionic (π-allyl)bis(tertiary phosphine)palladium formates that are regarded as key intermediates in palladium-catalyzed reductive cleavage of allylic acetates and carbonates with formic acid have been prepared and characterized by ¹H and ¹³C NMR spectroscopy. From a study of the formation process of these formate intermediates by anion exchange of the acetate anion with formic acid and by establishment of the course of liberation of olefins and CO₂ from the formate ligand, the validity of the proposed catalytic cycle has been substantiated.

Original language	English
Pages (from-to)	1221-1223
Number of pages	3
Journal	Organometallics
Volume	10
Issue number	5
Publication status	Published - 1991

ASJC Scopus subject areas

Inorganic Chemistry
Organic Chemistry

Cite this

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T1 - Synthesis and properties of (π-allyl)palladium formates as intermediates in palladium-catalyzed reductive cleavage of allylic acetates and carbonates with formic acid

AU - Oshima, Masato

AU - Shimizu, Isao

AU - Yamamoto, Akio

AU - Ozawa, Fumiyuki

PY - 1991

Y1 - 1991

N2 - Neutral (π-allyl)(tertiary phosphine)palladium formates and ionic (π-allyl)bis(tertiary phosphine)palladium formates that are regarded as key intermediates in palladium-catalyzed reductive cleavage of allylic acetates and carbonates with formic acid have been prepared and characterized by 1H and 13C NMR spectroscopy. From a study of the formation process of these formate intermediates by anion exchange of the acetate anion with formic acid and by establishment of the course of liberation of olefins and CO2 from the formate ligand, the validity of the proposed catalytic cycle has been substantiated.

AB - Neutral (π-allyl)(tertiary phosphine)palladium formates and ionic (π-allyl)bis(tertiary phosphine)palladium formates that are regarded as key intermediates in palladium-catalyzed reductive cleavage of allylic acetates and carbonates with formic acid have been prepared and characterized by 1H and 13C NMR spectroscopy. From a study of the formation process of these formate intermediates by anion exchange of the acetate anion with formic acid and by establishment of the course of liberation of olefins and CO2 from the formate ligand, the validity of the proposed catalytic cycle has been substantiated.

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Synthesis and properties of (π-allyl)palladium formates as intermediates in palladium-catalyzed reductive cleavage of allylic acetates and carbonates with formic acid

Abstract

ASJC Scopus subject areas

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