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

Kondrashov, Mikhail LU ; Raman, Sudarkodi LU and Wendt, Ola LU (2015) In Chemical Communications 51(5). p.911-913
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.
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author
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
Chemical Communications
volume
51
issue
5
pages
911 - 913
publisher
Royal Society of Chemistry
external identifiers
  • pmid:25434868
  • wos:000346408800020
  • scopus:84919624718
ISSN
1364-548X
DOI
10.1039/c4cc07962k
language
English
LU publication?
yes
id
192b0f25-1dc8-4bf5-87d4-6b7ef3d3acb6 (old id 4913700)
date added to LUP
2015-01-12 17:15:08
date last changed
2017-10-01 03:28:48
@article{192b0f25-1dc8-4bf5-87d4-6b7ef3d3acb6,
  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       = {Kondrashov, Mikhail and Raman, Sudarkodi and Wendt, Ola},
  issn         = {1364-548X},
  language     = {eng},
  number       = {5},
  pages        = {911--913},
  publisher    = {Royal Society of Chemistry},
  series       = {Chemical Communications},
  title        = {Metal controlled regioselectivity in the cyclometallation of 2-(1-naphthyl)-pyridine.},
  url          = {http://dx.doi.org/10.1039/c4cc07962k},
  volume       = {51},
  year         = {2015},
}