[Pd(ĈN)(X)(PPh3)]palladacycles react with 2,4,6-trifluorophenyl boronic acid to give stable transmetallation products of the type [Pd(ĈN)(2,4,6-F3C6H2)(PPh 3)]

Anant R. Kapdi; Gopal Dhangar; Jose Luis Serrano; Jose Pérez; Luis García; Ian J S Fairlamb

doi:10.1039/c4cc04203d

[Pd(ĈN)(X)(PPh₃)]palladacycles react with 2,4,6-trifluorophenyl boronic acid to give stable transmetallation products of the type [Pd(ĈN)(2,4,6-F₃C₆H₂)(PPh ₃)]

Anant R. Kapdi, Gopal Dhangar, Jose Luis Serrano, Jose Pérez, Luis García, Ian J S Fairlamb^*

^*Corresponding author for this work

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

Abstract

Direct transmetallation between palladacyclic complexes and arylboronic acid occurs to give isolable transmetallation products. In THF, the reaction occurs <0.5 h. Prolonged reaction leads to the generation of a dinuclear Pd complex bearing bridging μ-hydroxo and μ-acetoxy ligands. Insight into precatalyst activation for Suzuki-Miyaura cross-couplings mediated by palladacycles has been gained, where acetate and N-imidate anions activate a neutral arylboronic acid.

Original language	English
Pages (from-to)	9859-9861
Number of pages	3
Journal	Chemical Communications
Volume	50
Issue number	69
Early online date	15 Jul 2014
DOIs	https://doi.org/10.1039/c4cc04203d
Publication status	Published - Sept 2014

Keywords

CROSS-COUPLING REACTION
CATALYSIS
SUZUKI COUPLING REACTIONS
PALLADIUM CATALYSIS
MECHANISM
REACTIVITY

Access to Document

10.1039/c4cc04203d

Cite this

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title = "[Pd(ĈN)(X)(PPh3)]palladacycles react with 2,4,6-trifluorophenyl boronic acid to give stable transmetallation products of the type [Pd(ĈN)(2,4,6-F3C6H2)(PPh 3)]",

abstract = "Direct transmetallation between palladacyclic complexes and arylboronic acid occurs to give isolable transmetallation products. In THF, the reaction occurs <0.5 h. Prolonged reaction leads to the generation of a dinuclear Pd complex bearing bridging μ-hydroxo and μ-acetoxy ligands. Insight into precatalyst activation for Suzuki-Miyaura cross-couplings mediated by palladacycles has been gained, where acetate and N-imidate anions activate a neutral arylboronic acid.",

keywords = "CROSS-COUPLING REACTION, CATALYSIS, SUZUKI COUPLING REACTIONS, PALLADIUM CATALYSIS, MECHANISM, REACTIVITY",

author = "Kapdi, {Anant R.} and Gopal Dhangar and Serrano, {Jose Luis} and Jose P{\'e}rez and Luis Garc{\'i}a and Fairlamb, {Ian J S}",

year = "2014",

month = sep,

doi = "10.1039/c4cc04203d",

language = "English",

volume = "50",

pages = "9859--9861",

journal = "Chemical communications",

issn = "1359-7345",

publisher = "The Royal Society of Chemistry",

number = "69",

}

TY - JOUR

T1 - [Pd(ĈN)(X)(PPh3)]palladacycles react with 2,4,6-trifluorophenyl boronic acid to give stable transmetallation products of the type [Pd(ĈN)(2,4,6-F3C6H2)(PPh 3)]

AU - Kapdi, Anant R.

AU - Dhangar, Gopal

AU - Serrano, Jose Luis

AU - Pérez, Jose

AU - García, Luis

AU - Fairlamb, Ian J S

PY - 2014/9

Y1 - 2014/9

N2 - Direct transmetallation between palladacyclic complexes and arylboronic acid occurs to give isolable transmetallation products. In THF, the reaction occurs <0.5 h. Prolonged reaction leads to the generation of a dinuclear Pd complex bearing bridging μ-hydroxo and μ-acetoxy ligands. Insight into precatalyst activation for Suzuki-Miyaura cross-couplings mediated by palladacycles has been gained, where acetate and N-imidate anions activate a neutral arylboronic acid.

AB - Direct transmetallation between palladacyclic complexes and arylboronic acid occurs to give isolable transmetallation products. In THF, the reaction occurs <0.5 h. Prolonged reaction leads to the generation of a dinuclear Pd complex bearing bridging μ-hydroxo and μ-acetoxy ligands. Insight into precatalyst activation for Suzuki-Miyaura cross-couplings mediated by palladacycles has been gained, where acetate and N-imidate anions activate a neutral arylboronic acid.

KW - CROSS-COUPLING REACTION

KW - CATALYSIS

KW - SUZUKI COUPLING REACTIONS

KW - PALLADIUM CATALYSIS

KW - MECHANISM

KW - REACTIVITY

UR - http://www.scopus.com/inward/record.url?scp=84905457532&partnerID=8YFLogxK

U2 - 10.1039/c4cc04203d

DO - 10.1039/c4cc04203d

M3 - Article

AN - SCOPUS:84905457532

SN - 1359-7345

VL - 50

SP - 9859

EP - 9861

JO - Chemical communications

JF - Chemical communications

IS - 69