Cyclic hydrogen bond arrays: vibrational spectroscopic study of aminomethyl-substituted resorcinarene-based cavitands and their clathrates with THF

Jörg Dormann, Andreas Ruoff, Jürgen Schatz, O. Middel, Willem Verboom, David Reinhoudt

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Abstract

Mono- and tetrakis(aminomethyl)-substituted resorcinarene-based cavitands 1 and 2 and their clathrates 1 2·THF and 2·(THF)2 were investigated by FTIR spectroscopy and thermogravimetric analysis. Both hosts form stable clathrates with THF both in solution and in the solid state. Major intra- and intermolecular interactions could be identified and located by the use of vibrational spectroscopy. In all cases, dynamic cyclic intramolecular hydrogen bonds between the amino groups and neighbouring ether bridges are observable.
Original languageUndefined
Pages (from-to)21-26
Number of pages6
JournalJournal of physical organic chemistry
Volume16
Issue number1
DOIs
Publication statusPublished - 2003

Keywords

  • IR-40835
  • METIS-215153

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