Room-temperature palladium-catalyzed Negishi-type coupling: A combined experimental and theoretical study

Philippe Ribagnac; Matthias Blug; Jose Villa-Uribe; Xavier Frédéric Le Goff; Corinne Gosmini; Nicolas Mézailles

doi:10.1002/chem.201102369

Room-temperature palladium-catalyzed Negishi-type coupling: A combined experimental and theoretical study

Philippe Ribagnac
, Matthias Blug
, Jose Villa-Uribe
, Xavier Frédéric Le Goff
, Corinne Gosmini
, Nicolas Mézailles

CNRS
Evonik Degussa GmbH

Résultats de recherche: Contribution à un journal › Article › Revue par des pairs

Résumé

An air-stable, bulky electron-accepting phosphine ligand (phosphabarrelene) allows the easy reduction of a Pd ^II precursor to a Pd ⁰ complex, highly active in room-temperature Negishi-type cross-coupling. DFT calculations show that the use of the electron-accepting ligand favors both transmetalation (TM) and reductive-elimination (RE) processes (see scheme; OA=oxidative addition).

langue originale	Anglais
Pages (de - à)	14389-14393
Nombre de pages	5
journal	Chemistry - A European Journal
Volume	17
Numéro de publication	51
Les DOIs	https://doi.org/10.1002/chem.201102369
état	Publié - 16 déc. 2011
Modification externe	Oui

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10.1002/chem.201102369

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title = "Room-temperature palladium-catalyzed Negishi-type coupling: A combined experimental and theoretical study",

abstract = "An air-stable, bulky electron-accepting phosphine ligand (phosphabarrelene) allows the easy reduction of a Pd II precursor to a Pd 0 complex, highly active in room-temperature Negishi-type cross-coupling. DFT calculations show that the use of the electron-accepting ligand favors both transmetalation (TM) and reductive-elimination (RE) processes (see scheme; OA=oxidative addition).",

keywords = "Negishi reaction, computational chemistry, cross-coupling, phosphabarrelene ligands, phosphines",

author = "Philippe Ribagnac and Matthias Blug and Jose Villa-Uribe and \{Le Goff\}, \{Xavier Fr{\'e}d{\'e}ric\} and Corinne Gosmini and Nicolas M{\'e}zailles",

year = "2011",

month = dec,

day = "16",

doi = "10.1002/chem.201102369",

language = "English",

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journal = "Chemistry - A European Journal",

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TY - JOUR

T1 - Room-temperature palladium-catalyzed Negishi-type coupling

T2 - A combined experimental and theoretical study

AU - Ribagnac, Philippe

AU - Blug, Matthias

AU - Villa-Uribe, Jose

AU - Le Goff, Xavier Frédéric

AU - Gosmini, Corinne

AU - Mézailles, Nicolas

PY - 2011/12/16

Y1 - 2011/12/16

N2 - An air-stable, bulky electron-accepting phosphine ligand (phosphabarrelene) allows the easy reduction of a Pd II precursor to a Pd 0 complex, highly active in room-temperature Negishi-type cross-coupling. DFT calculations show that the use of the electron-accepting ligand favors both transmetalation (TM) and reductive-elimination (RE) processes (see scheme; OA=oxidative addition).

AB - An air-stable, bulky electron-accepting phosphine ligand (phosphabarrelene) allows the easy reduction of a Pd II precursor to a Pd 0 complex, highly active in room-temperature Negishi-type cross-coupling. DFT calculations show that the use of the electron-accepting ligand favors both transmetalation (TM) and reductive-elimination (RE) processes (see scheme; OA=oxidative addition).

KW - Negishi reaction

KW - computational chemistry

KW - cross-coupling

KW - phosphabarrelene ligands

KW - phosphines

UR - https://www.scopus.com/pages/publications/83755178370

U2 - 10.1002/chem.201102369

DO - 10.1002/chem.201102369

M3 - Article

AN - SCOPUS:83755178370

SN - 0947-6539

VL - 17

SP - 14389

EP - 14393

JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

IS - 51

ER -

Room-temperature palladium-catalyzed Negishi-type coupling: A combined experimental and theoretical study

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