Host-guest interactions involving cyclodextrins: useful complementary insights achieved by polarimetry

Tetrahedron

Volumn 63, Issue 37, 2007, Pages 9163-9171

  Lo Meo, Paolo ^a   D'Anna, Francesca ^a   Riela, Serena ^a   Gruttadauria, Michelangelo ^a   Noto, Renato ^a  

^a UNIVERSITY OF PALERMO   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLODEXTRIN; DRUG ADDITIVE;

ARTICLE; BINDING AFFINITY; CHEMICAL INTERACTION; COMPARATIVE STUDY; DRUG FORMULATION; HOST; OPTICAL ROTATION; POLARIMETRY; PRIORITY JOURNAL;

EID: 34547569028     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2007.06.065     Document Type: Article

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78. It is worth stressing just here that the polarimetric method is not precluded to chiral guests! Eq. 2 clearly provides the possibility that the guest possesses its own optical activity. So, we included substrates 14-R/-S namely to show that our methodology could be profitably applied in such cases too. In other words, the possible contribution to the optical activity of the measurement samples due to the guest can be kept into account upon data fitting, and consequently it does not affect the quality of the eventual results.
79. By the way, at the best of our knowledge no hints in previous literature suggest the occurrence of complexes having a 'non-1:1' stoichiometry between β-CD and our guests, whereas 2:1 complexes have detected between α-CD and some p-nitroaniline derivatives at very high host concentration (see for instance Ref. 7d). Nevertheless, for all the cases examined in the present work, the fact that experimental data are very satisfactorily fitted by Eq. 2 or 3, reasonably allows per se to rule out the occurrence of any complex not having the presumed 1:1 stoichiometry.
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