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Alkali-metal-mediated zincation of polycyclic aromatic hydrocarbons: Synthesis and structures of mono- and dizincated naphthalenes

Lookup NU author(s): Emeritus Professor Bill Clegg, Dr Sophie Dale

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Abstract

(Figure Presented) Zinc twice: Naphthalene is attacked and doubly deprotonated at the 2,6-position by a synergic sodium zincate base to generate a centrosymmetric dizincated molecule. The approach of alkali-metal-mediated zincation can effect dimetalation as well as monometalation of polycyclic aromatic hydrocarbons, thus providing access to new zincated naphthalenes that are inaccessible directly through mainstream organozinc reagents. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.


Publication metadata

Author(s): Clegg W, Dale SH, Hevia E, Hogg LM, Honeyman GW, Mulvey RE, O'Hara CT

Publication type: Article

Publication status: Published

Journal: Angewandte Chemie - International Edition

Year: 2006

Volume: 45

Issue: 39

Pages: 6548-6550

ISSN (print): 1433-7851

ISSN (electronic): 1521-3773

Publisher: Wiley - VCH Verlag GmbH & Co. KGaA

URL: http://dx.doi.org/10.1002/anie.200602288

DOI: 10.1002/anie.200602288


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