σ-Alkenyl endo-palladacycle formation via regiospecific functionalisation of an unreactive NHC-tethered C(sp2)-H bond

Michael R. Chapman; Christopher M. Pask; Alireza Ariafard; Charlotte E. Willans

doi:10.1039/c4cc10163d

σ-Alkenyl endo-palladacycle formation via regiospecific functionalisation of an unreactive NHC-tethered C(sp²)-H bond

Michael R. Chapman, Christopher M. Pask, Alireza Ariafard^*, Charlotte E. Willans

^*Corresponding author for this work

Research School of Chemistry

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

8 Citations (Scopus)

Abstract

An unusual cyclometallation reaction at palladium is described, which proceeds via C-H functionalisation of a vinylic C(sp²)-H bond tethered to an NHC ligand. The energetic balance between palladacycle formation and bis-NHC complexation has been found to be very subtle.

Original language	English
Pages (from-to)	5513-5515
Number of pages	3
Journal	Chemical Communications
Volume	51
Issue number	25
DOIs	https://doi.org/10.1039/c4cc10163d
Publication status	Published - 28 Mar 2015

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10.1039/c4cc10163d

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title = "σ-Alkenyl endo-palladacycle formation via regiospecific functionalisation of an unreactive NHC-tethered C(sp2)-H bond",

abstract = "An unusual cyclometallation reaction at palladium is described, which proceeds via C-H functionalisation of a vinylic C(sp2)-H bond tethered to an NHC ligand. The energetic balance between palladacycle formation and bis-NHC complexation has been found to be very subtle.",

author = "Chapman, \{Michael R.\} and Pask, \{Christopher M.\} and Alireza Ariafard and Willans, \{Charlotte E.\}",

note = "Publisher Copyright: {\textcopyright} The Royal Society of Chemistry.",

year = "2015",

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day = "28",

doi = "10.1039/c4cc10163d",

language = "English",

volume = "51",

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T1 - σ-Alkenyl endo-palladacycle formation via regiospecific functionalisation of an unreactive NHC-tethered C(sp2)-H bond

AU - Chapman, Michael R.

AU - Pask, Christopher M.

AU - Ariafard, Alireza

AU - Willans, Charlotte E.

PY - 2015/3/28

Y1 - 2015/3/28

N2 - An unusual cyclometallation reaction at palladium is described, which proceeds via C-H functionalisation of a vinylic C(sp2)-H bond tethered to an NHC ligand. The energetic balance between palladacycle formation and bis-NHC complexation has been found to be very subtle.

AB - An unusual cyclometallation reaction at palladium is described, which proceeds via C-H functionalisation of a vinylic C(sp2)-H bond tethered to an NHC ligand. The energetic balance between palladacycle formation and bis-NHC complexation has been found to be very subtle.

UR - https://www.scopus.com/pages/publications/84925036380

U2 - 10.1039/c4cc10163d

DO - 10.1039/c4cc10163d

M3 - Article

AN - SCOPUS:84925036380

SN - 1359-7345

VL - 51

SP - 5513

EP - 5515

JO - Chemical Communications

JF - Chemical Communications

IS - 25

ER -

σ-Alkenyl endo-palladacycle formation via regiospecific functionalisation of an unreactive NHC-tethered C(sp²)-H bond

Abstract

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