Formation, Characterization, and Reactivity of Acyl Palladium Complexes in Pd(OAc)2/PCy3-Catalyzed Transformation of Acyl Fluorides

Hiroyuki Hattori; Yohei Ogiwara; Norio Sakai

doi:10.1021/acs.organomet.2c00165

Formation, Characterization, and Reactivity of Acyl Palladium Complexes in Pd(OAc)₂/PCy₃-Catalyzed Transformation of Acyl Fluorides

Hiroyuki Hattori
, Yohei Ogiwara
, Norio Sakai

Department of Pure and Applied Chemistry

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

6 Citations (Scopus)

Abstract

The formation of benzoyl(benzoato)palladium complexes via a stoichiometric reaction between benzoyl fluorides, Pd(OAc)₂, a hydrosilane and a phosphine is reported. NMR studies of the acyl palladium complex reveal the generation mechanism of the complex and indicate that the complex is a reaction intermediate in a palladium-catalyzed reduction of acyl fluorides using a hydrosilane. Furthermore, the acyl(carboxylato)palladium complex provides an acyl fluoride derived from the acyl complex through a stoichiometric reaction with another acyl fluoride.

Original language	English
Pages (from-to)	1509-1518
Number of pages	10
Journal	Organometallics
Volume	41
Issue number	12
DOIs	https://doi.org/10.1021/acs.organomet.2c00165
Publication status	Published - 27 Jun 2022

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abstract = "The formation of benzoyl(benzoato)palladium complexes via a stoichiometric reaction between benzoyl fluorides, Pd(OAc)2, a hydrosilane and a phosphine is reported. NMR studies of the acyl palladium complex reveal the generation mechanism of the complex and indicate that the complex is a reaction intermediate in a palladium-catalyzed reduction of acyl fluorides using a hydrosilane. Furthermore, the acyl(carboxylato)palladium complex provides an acyl fluoride derived from the acyl complex through a stoichiometric reaction with another acyl fluoride.",

author = "Hiroyuki Hattori and Yohei Ogiwara and Norio Sakai",

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T1 - Formation, Characterization, and Reactivity of Acyl Palladium Complexes in Pd(OAc)2/PCy3-Catalyzed Transformation of Acyl Fluorides

AU - Hattori, Hiroyuki

AU - Ogiwara, Yohei

AU - Sakai, Norio

PY - 2022/6/27

Y1 - 2022/6/27

N2 - The formation of benzoyl(benzoato)palladium complexes via a stoichiometric reaction between benzoyl fluorides, Pd(OAc)2, a hydrosilane and a phosphine is reported. NMR studies of the acyl palladium complex reveal the generation mechanism of the complex and indicate that the complex is a reaction intermediate in a palladium-catalyzed reduction of acyl fluorides using a hydrosilane. Furthermore, the acyl(carboxylato)palladium complex provides an acyl fluoride derived from the acyl complex through a stoichiometric reaction with another acyl fluoride.

AB - The formation of benzoyl(benzoato)palladium complexes via a stoichiometric reaction between benzoyl fluorides, Pd(OAc)2, a hydrosilane and a phosphine is reported. NMR studies of the acyl palladium complex reveal the generation mechanism of the complex and indicate that the complex is a reaction intermediate in a palladium-catalyzed reduction of acyl fluorides using a hydrosilane. Furthermore, the acyl(carboxylato)palladium complex provides an acyl fluoride derived from the acyl complex through a stoichiometric reaction with another acyl fluoride.

UR - https://www.scopus.com/pages/publications/85133128206

U2 - 10.1021/acs.organomet.2c00165

DO - 10.1021/acs.organomet.2c00165

M3 - Article

AN - SCOPUS:85133128206

SN - 0276-7333

VL - 41

SP - 1509

EP - 1518

JO - Organometallics

JF - Organometallics

IS - 12

ER -

Formation, Characterization, and Reactivity of Acyl Palladium Complexes in Pd(OAc)₂/PCy₃-Catalyzed Transformation of Acyl Fluorides

Abstract

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