Catalyst Control of Site Selectivity in the Pd-II/IV-Catalyzed Direct Arylation of Naphthalene | Health & Environmental Research Online (HERO)

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HERO ID

6945657

Reference Type

Journal Article

Title

Catalyst Control of Site Selectivity in the Pd-II/IV-Catalyzed Direct Arylation of Naphthalene

Author(s)

Hickman, AJ; Sanford, MS; ,

Year

2011

Journal

ACS Catalysis
ISSN: 2155-5435

Publisher

AMER CHEMICAL SOC

Location

WASHINGTON

Volume

Issue

Page Numbers

170-174

Language

English

DOI

10.1021/cs1001543

Web of Science Id

WOS:000289457000001

URL

https://www.scopus.com/inward/record.uri?eid=2-s2.0-79952435321&doi=10.1021%2fcs1001543&partnerID=40&md5=7b5356683a19fc8bdc4388723868d74a
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Abstract

This letter describes a new method for the highly site and chemoselective Pd-catalyzed direct. arylation of naphthalene. Tuning the structure. of the. ligated Pd fatalist results formation of the alpha-arylated product in high yield and > 50:1 selectivity: to our knowledge, the first. systematic, evaluation of catalyst control in the C-H arylation of an unactivated aromatic sustrate. Preliminary studies implicate an unusual mechanism involving sequential naphthalene pi-coordination/metalation at Pd-IV.