|
authors |
Andrade-Dias, C; Goodfellow, BJ; Cunha-Silva, L; Teixeira-Dias, JJC |
|
nationality |
International |
|
journal |
JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY |
|
author keywords |
beta-cyclodextrin; DIMEB; TRIMEB; amphiphilic molecules; inclusion complex; stoichiometry; apparent inclusion constant; ROESY |
|
keywords |
SOLID-STATE INCLUSION; BETA-CYCLODEXTRIN; ASSOCIATION CONSTANTS; AQUEOUS-SOLUTIONS; STABILITY |
|
abstract |
The association in aqueous solutions of small amphiphilic molecules [2-phenoxyethanol, PhE1, and some alpha-n-alkyl-omega-hydroxyoligo(oxiethylenes], C4E1, C4E2 and C6E2) with beta-cyclodextrin (beta CD), heptakis(2,6-di-O-methyl)-beta-cyclodextrin (DIMEB) and heptakis(2,3,6-tri-O-methyl)-beta-cyclodextrin (TRIMEB) was investigated by H-1 NMR spectroscopy. The upfield shifts observed for the H3 and H5 NMR signals due to anisotropic shielding confirm that the host-guest associations are of inclusion type. The stoichiometries and the apparent inclusion constants, K (app), were determined by H-1 NMR spectroscopy using the H5 and H3 signals. The relative differences in the K (app) values for beta CD inclusion complexes seem to reflect the hydrophobic/hydrophilic balance of the guests. The K (app) values for the PhE1 inclusion complexes can be related to the degree of methylation and hydrophobicity variation within the considered hosts. In addition, a comparative study between beta CD and TRIMEB inclusion complexes using 2D ROESY (Rotating-frame Overhauser Enhancement SpectroscopY) NMR spectra provides structural features for these complexes which are inaccessible by other experimental methods. |
|
publisher |
SPRINGER |
|
issn |
0923-0750 |
|
year published |
2007 |
|
volume |
57 |
|
issue |
1-4 |
|
beginning page |
151 |
|
ending page |
156 |
|
digital object identifier (doi) |
10.1007/s10847-006-9204-0 |
|
web of science category |
Chemistry, Multidisciplinary |
|
subject category |
Chemistry |
|
unique article identifier |
WOS:000245359500029
|
