N,N-Chelate-control on the regioselectivity in acetate-assisted C-H activation

Warren B. Cross; Eric G. Hope; Yi-Hsien Lin; Stuart A. Macgregor; Kuldip Singh; Gregory A. Solan; Nurhusna Yahya

doi:10.1039/c3cc38697j

N,N-Chelate-control on the regioselectivity in acetate-assisted C-H activation

Warren B. Cross
, Eric G. Hope
, Yi-Hsien Lin
, Stuart A. Macgregor
, Kuldip Singh
, Gregory A. Solan^*
, Nurhusna Yahya

^*Corresponding author for this work

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

36 Citations (Scopus)

Abstract

Bidentate N,N-pyridylimine or N,N-pyridylamine donors are effective chelating ligands for regiospecific C-H activation at the peri-(C-8)-position of a naphthyl ring on reaction with palladium(II) acetate; DFT calculations show N,N-chelates bias the cyclopalladation towards 6-membered ring products.

Original language	English
Pages (from-to)	1918-1920
Number of pages	3
Journal	Chemical Communications
Volume	49
Issue number	19
DOIs	https://doi.org/10.1039/c3cc38697j
Publication status	Published - 7 Mar 2013

Keywords

COMPLEXES
MECHANISM
CYCLOPALLADATION
BOND
KINETICS
CYCLOMETALATION
POLYMERIZATION
PRECATALYSTS
PALLADATION
ARYLATION

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@article{77381164f4574781bfd6fc61645a21f1,

title = "N,N-Chelate-control on the regioselectivity in acetate-assisted C-H activation",

abstract = "Bidentate N,N-pyridylimine or N,N-pyridylamine donors are effective chelating ligands for regiospecific C-H activation at the peri-(C-8)-position of a naphthyl ring on reaction with palladium(II) acetate; DFT calculations show N,N-chelates bias the cyclopalladation towards 6-membered ring products.",

keywords = "COMPLEXES, MECHANISM, CYCLOPALLADATION, BOND, KINETICS, CYCLOMETALATION, POLYMERIZATION, PRECATALYSTS, PALLADATION, ARYLATION",

author = "Cross, \{Warren B.\} and Hope, \{Eric G.\} and Yi-Hsien Lin and Macgregor, \{Stuart A.\} and Kuldip Singh and Solan, \{Gregory A.\} and Nurhusna Yahya",

year = "2013",

month = mar,

day = "7",

doi = "10.1039/c3cc38697j",

language = "English",

volume = "49",

pages = "1918--1920",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

number = "19",

}

TY - JOUR

T1 - N,N-Chelate-control on the regioselectivity in acetate-assisted C-H activation

AU - Cross, Warren B.

AU - Hope, Eric G.

AU - Lin, Yi-Hsien

AU - Macgregor, Stuart A.

AU - Singh, Kuldip

AU - Solan, Gregory A.

AU - Yahya, Nurhusna

PY - 2013/3/7

Y1 - 2013/3/7

N2 - Bidentate N,N-pyridylimine or N,N-pyridylamine donors are effective chelating ligands for regiospecific C-H activation at the peri-(C-8)-position of a naphthyl ring on reaction with palladium(II) acetate; DFT calculations show N,N-chelates bias the cyclopalladation towards 6-membered ring products.

AB - Bidentate N,N-pyridylimine or N,N-pyridylamine donors are effective chelating ligands for regiospecific C-H activation at the peri-(C-8)-position of a naphthyl ring on reaction with palladium(II) acetate; DFT calculations show N,N-chelates bias the cyclopalladation towards 6-membered ring products.

KW - COMPLEXES

KW - MECHANISM

KW - CYCLOPALLADATION

KW - BOND

KW - KINETICS

KW - CYCLOMETALATION

KW - POLYMERIZATION

KW - PRECATALYSTS

KW - PALLADATION

KW - ARYLATION

U2 - 10.1039/c3cc38697j

DO - 10.1039/c3cc38697j

M3 - Article

C2 - 23360911

SN - 1359-7345

VL - 49

SP - 1918

EP - 1920

JO - Chemical Communications

JF - Chemical Communications

IS - 19

ER -

N,N-Chelate-control on the regioselectivity in acetate-assisted C-H activation

Abstract

Keywords

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