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Unprecedented meta-substitution of calixarenes: Direct way to inherently chiral derivatives

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Author(s)

  • Petr Slavik
  • Miroslav Dudic
  • Karolina Flidrova
  • Jan Sykora
  • Ivana Cisarova
  • Stanislav Böhm
  • Pavel Lhotak

Department/unit(s)

Publication details

JournalOrganic Letters
DatePublished - 20 Jul 2012
Issue number14
Volume14
Number of pages4
Pages (from-to)3628-3631
Original languageEnglish

Abstract

Electrophilic aromatic substitution in the calix[n]arene series is a well-established procedure leading exclusively to para-substituted derivatives. An unprecedented regioselectivity of the mercuration reaction leading to the meta-substituted calix[4]arenes is described. These compounds represent a new type of substitution pattern in classical calixarene chemistry and open the door for the straightforward synthesis of inherently chiral receptors based on calixarenes.

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