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Synlett 1993; 1993(3): 171-176
DOI: 10.1055/s-1993-22392
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Unusual Electrophilic Substitution in the Aromatic Series via Organosilicon Intermediates

Bernard Bennetau* , Jacques Dunogues
  • *Laboratoire de Chimie organique et organométallique, URA 35 CNRS, Université Bordeaux 1, 351 Cours de la Libération, F-33405 Talence Cédex, France
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Publication Date:
19 March 2002 (online)

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The ipso effect of the trimethylsilyl group has allowed to build a new chemistry of electrophilic substitution in the aromatic series governed, not by the aromatic ring substituents effects, but by the position of the introduced silyl groups. So, the silylation/ipso-desilylation process authorizes unusual and highly competitive substitutions, when they are chosen in complementarity with classical organic reactions. 1. Introduction 2. Electronic effect of the trimethylsilyl group 3. Preparations and electrophilic substitutions of arylsilanes 4. Conclusion