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Wiley, Angewandte Chemie International Edition, 39(45), p. 6548-6550, 2006

DOI: 10.1002/anie.200602288

Wiley, Angewandte Chemie, 39(118), p. 6698-6700, 2006

DOI: 10.1002/ange.200602288

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Alkali-Metal-Mediated Zincation of Polycyclic Aromatic Hydrocarbons: Synthesis and Structures of Mono- and Dizincated Naphthalenes

Journal article published in 2006 by William Clegg ORCID, Sophie H. Dale, Eva Hevia ORCID, Lorna M. Hogg, Gordon W. Honeyman, Robert E. Mulvey, Charles T. O'Hara
This paper was not found in any repository, but could be made available legally by the author.
This paper was not found in any repository, but could be made available legally by the author.

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Abstract

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.