Anthracene-resorcin[4]arene-based capsules: synthesis and photoswitchable features

Org Biomol Chem. 2011 Nov 7;9(21):7491-9. doi: 10.1039/c1ob06030a. Epub 2011 Sep 19.

Abstract

Herein we present the synthesis and the photochemical behavior of several new hemicarcerands containing anthracene units as photoactive species. By means of NMR investigations of compounds 9 and 11 the dimerization mode was revealed as a 9,10-9',10'-dimerization, classically known from anthracene. Nevertheless only compound 11 could be converted to the opened form upon irradiation with 300 nm. Reopening of compounds 9 and 10 could not be achieved so far either by heating or by irradiation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anthracenes / chemistry*
  • Calixarenes / chemistry*
  • Capsules / chemical synthesis
  • Capsules / chemistry
  • Dimerization
  • Molecular Structure
  • Phenylalanine / analogs & derivatives*
  • Phenylalanine / chemistry
  • Photochemical Processes
  • Stereoisomerism

Substances

  • Anthracenes
  • Capsules
  • resorcinarene
  • Calixarenes
  • Phenylalanine
  • anthracene