Metal controlled regioselectivity in the cyclometallation of 2-(1-naphthyl)-pyridine.

Mikhail Kondrashov; Sudarkodi Raman; Ola Wendt

doi:10.1039/c4cc07962k

Metal controlled regioselectivity in the cyclometallation of 2-(1-naphthyl)-pyridine.

Mikhail Kondrashov, Sudarkodi Raman, Ola Wendt

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

Abstract

Cyclometallation of 2-(1-naphthyl)-pyridine is described. While cyclopalladation results in a five-membered metallacycle, cycloauration displays a completely orthogonal regioselectivity, resulting in the six-membered ring analogue. Bromination of the gold metallacycle results in the new C-H functionalisation product 2-(8-bromonaphth-1-yl)pyridine.

Original language	English
Pages (from-to)	911-913
Journal	Chemical Communications
Volume	51
Issue number	5
DOIs	https://doi.org/10.1039/c4cc07962k
Publication status	Published - 2015

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Chemical Sciences

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10.1039/c4cc07962k

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title = "Metal controlled regioselectivity in the cyclometallation of 2-(1-naphthyl)-pyridine.",

abstract = "Cyclometallation of 2-(1-naphthyl)-pyridine is described. While cyclopalladation results in a five-membered metallacycle, cycloauration displays a completely orthogonal regioselectivity, resulting in the six-membered ring analogue. Bromination of the gold metallacycle results in the new C-H functionalisation product 2-(8-bromonaphth-1-yl)pyridine.",

author = "Mikhail Kondrashov and Sudarkodi Raman and Ola Wendt",

year = "2015",

doi = "10.1039/c4cc07962k",

language = "English",

volume = "51",

pages = "911--913",

journal = "Chemical Communications",

issn = "1364-548X",

publisher = "Royal Society of Chemistry",

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T1 - Metal controlled regioselectivity in the cyclometallation of 2-(1-naphthyl)-pyridine.

AU - Kondrashov, Mikhail

AU - Raman, Sudarkodi

AU - Wendt, Ola

PY - 2015

Y1 - 2015

N2 - Cyclometallation of 2-(1-naphthyl)-pyridine is described. While cyclopalladation results in a five-membered metallacycle, cycloauration displays a completely orthogonal regioselectivity, resulting in the six-membered ring analogue. Bromination of the gold metallacycle results in the new C-H functionalisation product 2-(8-bromonaphth-1-yl)pyridine.

AB - Cyclometallation of 2-(1-naphthyl)-pyridine is described. While cyclopalladation results in a five-membered metallacycle, cycloauration displays a completely orthogonal regioselectivity, resulting in the six-membered ring analogue. Bromination of the gold metallacycle results in the new C-H functionalisation product 2-(8-bromonaphth-1-yl)pyridine.

UR - https://www.scopus.com/pages/publications/84919624718

U2 - 10.1039/c4cc07962k

DO - 10.1039/c4cc07962k

M3 - Article

C2 - 25434868

SN - 1364-548X

VL - 51

SP - 911

EP - 913

JO - Chemical Communications

JF - Chemical Communications

IS - 5

ER -

Metal controlled regioselectivity in the cyclometallation of 2-(1-naphthyl)-pyridine.

Abstract

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