Synthesis 2006(1): 97-102  
DOI: 10.1055/s-2005-921755
PAPER
© Georg Thieme Verlag Stuttgart · New York

A New Route to Polykis(dialkylamino)benzenes and -naphthalenes Based on Protodefluorination of Electron-Rich Fluoroaromatics: Anion Radicals of Arenes as a Simple and Effective Alternative to ‘Classical’ LAH-Based Systems

Vladimir Igorevich Sorokin*a, Valery Anatolievich Ozeryanskiia, Gennady Sergeevich Borodkinb
a Department of Organic Chemistry, Rostov State University, Zorge street 7, 344090 Rostov-on-Don, Russia
Fax: +7(863)2974156; e-Mail: vsorokin@aaanet.ru;
b Institute of Physical and Organic Chemistry, Stachki ave. 194/2, 344090 Rostov-on-Don, Russia
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Publication History

Received 14 June 2005
Publication Date:
16 December 2005 (online)

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Abstract

A simple and effective procedure for protodefluorination of electron-rich fluoroaromatic compounds has been developed. It operates with aromatic anion radicals as reducing agents and shows superior results over ‘classical’ lithium aluminum hydride based systems.

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Stewart, J. J. P. MOPAC 6.0 Quantum Chemistry Program Exchange, University of Indiana, Bloomington, Indiana, USA.