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

被引：57
|
作者：
Clegg, William
Dale, Sophie H.
Hevia, Eva
Hogg, Lorna M.
Honeyman, Gordon W.
Mulvey, Robert E. [1 ]
O'Hara, Charles T.
机构：
[1] Univ Strathclyde, Dept Pure & Appl Chem, WestCHEM, Glasgow G1 1XL, Lanark, Scotland
[2] Univ Newcastle, Sch Nat Sci Chem, Newcastle Upon Tyne NE1 7RU, Tyne & Wear, England
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2006年 / 45卷 / 39期
关键词：
alkali metals; crystal structures; metalation; polycyclic aromatic hydrocarbons; zinc;
D O I：
10.1002/anie.200602288
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
(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.
引用
收藏
页码：6548 / 6550
页数：3
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