By the same authors

From the same journal

From the same journal

Inherently Chiral Upper-Rim-Bridged Calix[4]arenes Possessing a Seven Membered Ring

Research output: Contribution to journalArticle

Published copy (DOI)

Author(s)

  • Martin Tlustý
  • Petr Slavík
  • Michal Kohout
  • Václav Eigner
  • Pavel Lhoták

Department/unit(s)

Publication details

JournalOrganic Letters
DateE-pub ahead of print - 22 May 2017
DatePublished (current) - 2 Jun 2017
Issue number11
Volume19
Number of pages4
Pages (from-to)2933-2936
Early online date22/05/17
Original languageEnglish

Abstract

The mercuration of calix[4]arene immobilized in the cone conformation allowed the introduction of an amino group at the meta position of the basic skeleton. Acylation and subsequent intramolecular Bischler-Napieralski-type cyclization led to a novel type of bridged calixarene containing a seven-membered ring. These compounds with an enlarged and rigidified cavity represent a unique and inherently chiral system that may potentially be applicable for the design of chiral receptors. The absolute configuration of one enantiomer, obtained by resolution of the racemate using chiral HPLC, was assigned by single-crystal structure determination.

    Research areas

  • Journal Article, Research Support, Non-U.S. Gov't

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