Spectroscopic studies of hydrogen-bond structures and dynamics of partially methylated p-tert-butylcalix[6]arenes

Rob G. Janssen, Willem Verboom, Bert T.G. Lutz, John H. van der Maas, Myrek Maczka, John P.M. van Duynhoven, David N. Reinhoudt

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Abstract

Hydrogen-bond structures of partially methylated p-tert-butylcalix[6]arenes were investigated both in solution and the solid state by Fourier transform infrared spectroscopy (FTIR). The hydrogen bonds in these macrocycles are preferentially of the three-centred and cooperative types. The dynamic behaviour of these calix[6]arenes is characterized by fast rearrangement of the methoxy groups in the calix[6]arene annulus and was investigated by means of 2D NMR spectroscopy. The conformational behaviour is primarily dominated by an interplay of favourable hydrogen-bond formation and the tendency of selfinclusion of the methoxy groups
Original languageEnglish
Pages (from-to)1869-1876
JournalJournal of the Chemical Society. Perkin transactions II
Volume1996
Issue number9
DOIs
Publication statusPublished - 1996

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