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Philosophical Magazine Volume 91, 2011 - Issue 13-15: Twelfth International Workshop on Complex Systems: Andalo (Trento) Italy. 15–18 March 2010
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Original Articles

Effect of the chiral discrimination on the vibrational properties of (R)-, (S)- and (R, S)-ibuprofen/methyl-β-cyclodextrin inclusion complexes

V. Crupi Dipartimento di Fisica, Università di Messina & CNISM, Viale Ferdinando Stagno D’Alcontres 31, 98166, Messina, Italy
,
G. Guella Dipartimento di Fisica, Università degli Studi di Trento, Via Sommarive 14, 38123 Povo, Trento, Italy
,
D. Majolino Dipartimento di Fisica, Università di Messina & CNISM, Viale Ferdinando Stagno D’Alcontres 31, 98166, Messina, Italy
,
I. Mancini Dipartimento di Fisica, Università degli Studi di Trento, Via Sommarive 14, 38123 Povo, Trento, Italy
,
A. Paciaroni Dipartimento di Fisica, Università degli Studi di Perugia, CEMIN e INFM CRS SOFT, Via A. Pascoli, 06123 Perugia, Italy
,
B. Rossi Dipartimento di Fisica, Università degli Studi di Trento, Via Sommarive 14, 38123 Povo, Trento, Italy; Fondazione Bruno Kessler, Via Sommarive 18, 38123 Povo, Trento, Italy
,
V. Venuti Dipartimento di Fisica, Università di Messina & CNISM, Viale Ferdinando Stagno D’Alcontres 31, 98166, Messina, ItalyCorrespondence[email protected]
,
P. Verrocchio Dipartimento di Fisica, Università degli Studi di Trento, Via Sommarive 14, 38123 Povo, Trento, Italy
&
G. Viliani Dipartimento di Fisica, Università degli Studi di Trento, Via Sommarive 14, 38123 Povo, Trento, Italy
 show all
Pages 1776-1785 | Received 10 Jun 2010, Accepted 28 Jul 2010, Published online: 20 Sep 2010
 
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Abstract

The effects of chiral discrimination of ibuprofen (IBP) on the complexation process with methyl-β-cyclodextrin (Me-β-CD) were investigated in the solid phase by FTIR-ATR spectroscopy and numerical simulation. The inclusion mechanism was deduced from the temperature-dependent analysis of the vibrational spectra, in the C=O stretching region, of complexes formed by Me-β-CD with the two enantiomeric and the racemic forms of IBP. The mechanism turned out to be enthalpy-driven, with IBP enantiomers giving rise to more stable inclusion complexes with respect to the racemate.

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