Selective Aryl-Fluoride Reductive Elimination from a Platinum(IV) Complex

Ina Dubinsky-Davidchik; Israel Goldberg; Arkadi Vigalok; Andrei N. Vedernikov

doi:10.1002/anie.201503116

Selective Aryl-Fluoride Reductive Elimination from a Platinum(IV) Complex

Ina Dubinsky-Davidchik, Israel Goldberg, Arkadi Vigalok, Andrei N. Vedernikov

School of Chemistry

Tel Aviv University

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

Abstract

A difluoro(mesityl)platinum(IV) complex underwent highly selective reductive elimination of 2-fluoromesitylene upon heating in toluene. Kinetic analysis and DFT calculations suggest that the C-F coupling involves a five-coordinate Pt^IV transient intermediate resulting from the rate-limiting dissociation of the pyridine ligand.

Original language	English
Pages (from-to)	12447-12451
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	54
Issue number	42
DOIs	https://doi.org/10.1002/anie.201503116
State	Published - 1 Oct 2015

Keywords

chemoselectivity
electrophilic fluorination
platinum
reaction mechanisms
reductive elimination

All Science Journal Classification (ASJC) codes

Catalysis
General Chemistry

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10.1002/anie.201503116

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title = "Selective Aryl-Fluoride Reductive Elimination from a Platinum(IV) Complex",

abstract = "A difluoro(mesityl)platinum(IV) complex underwent highly selective reductive elimination of 2-fluoromesitylene upon heating in toluene. Kinetic analysis and DFT calculations suggest that the C-F coupling involves a five-coordinate PtIV transient intermediate resulting from the rate-limiting dissociation of the pyridine ligand.",

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author = "Ina Dubinsky-Davidchik and Israel Goldberg and Arkadi Vigalok and Vedernikov, {Andrei N.}",

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doi = "10.1002/anie.201503116",

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AU - Goldberg, Israel

AU - Vigalok, Arkadi

AU - Vedernikov, Andrei N.

PY - 2015/10/1

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N2 - A difluoro(mesityl)platinum(IV) complex underwent highly selective reductive elimination of 2-fluoromesitylene upon heating in toluene. Kinetic analysis and DFT calculations suggest that the C-F coupling involves a five-coordinate PtIV transient intermediate resulting from the rate-limiting dissociation of the pyridine ligand.

AB - A difluoro(mesityl)platinum(IV) complex underwent highly selective reductive elimination of 2-fluoromesitylene upon heating in toluene. Kinetic analysis and DFT calculations suggest that the C-F coupling involves a five-coordinate PtIV transient intermediate resulting from the rate-limiting dissociation of the pyridine ligand.

KW - chemoselectivity

KW - electrophilic fluorination

KW - platinum

KW - reaction mechanisms

KW - reductive elimination

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DO - 10.1002/anie.201503116

M3 - مقالة

SN - 1433-7851

VL - 54

SP - 12447

EP - 12451

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 42

ER -

Selective Aryl-Fluoride Reductive Elimination from a Platinum(IV) Complex

Abstract

Keywords

All Science Journal Classification (ASJC) codes

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