Inclusion compounds of phenol derivatives with cyclodextrins: a combined spectroscopic and thermal analysis

authors	Sardo, M; Amado, AM; Ribeiro-Claro, PJA
nationality	International
journal	JOURNAL OF RAMAN SPECTROSCOPY
author keywords	phenol derivatives; cyclodextrins; ab initio calculations; Raman spectroscopy; thermal analysis
keywords	CYCLOMALTOHEXAOSE ALPHA-CYCLODEXTRIN; BETA-CYCLODEXTRIN; CRYSTAL-STRUCTURE; RAMAN; COMPLEX; DENSITY; STATE
abstract	Inclusion compounds involving alpha-, beta- and gamma-cycloclextrins (alpha-, beta- and gamma CD) and phenol derivatives, namely 3-methoxyphenol (3MeOPh), 2-methoxyphenol (2MeOPh) and 3-methylphenol (3MePh), were investigated and characterized by combining Raman spectroscopy, ab initio calculations, DSC and TG analysis. The effects of the inclusion process on the guest molecules and on the hydrogen bond interactions of the guests were studied by monitoring sensitive modes, such as C-C and C-H ring stretching modes. Moreover, the combined use of the data available from Raman spectra, computational methods and the known x-ray structures of similar compounds, allowed the proposal of most probable structures for the alpha CD inclusion compounds. Both inclusion compounds of meta-substituted guests in alpha CD present unusual 1:2 or 2:3 stoichiometries. The Raman spectra of these inclusion compounds reveal the split of several modes, spread over the entire spectral range, indicating the presence of guest molecules inside and outside the CD cavity. Copyright (C) 2009 John Wiley & Sons, Ltd.
publisher	JOHN WILEY & SONS LTD
issn	0377-0486
year published	2009
volume	40
issue	11
beginning page	1624
ending page	1633
digital object identifier (doi)	10.1002/jrs.2310
web of science category	Spectroscopy
subject category	Spectroscopy
unique article identifier	WOS:000272521700023