Gas-liquid chromatography has been applied to search relations between sele
ctivity towards isomers and stoichiometry of cyclodextrin complexes. The mo
del tested compounds were: dimethylnaphthalenes and alpha- and beta -pinene
s as constitutional isomers; cis/trans decalins, anetholes and isosafroles
as diastereomers and as enantiomers (+/-)-alpha -pinenes and (+/-)camphenes
. Experimental retention data are used to confirm a simple theoretical mode
l that allows distinguishing formation of G . CD complexes (1:1) and G . CD
2 complexes (1.2), Based on the experimental data, stability constants K we
re evaluated. It has been found that remarkable selectivity factor ct may a
ppear both within the range of 1:1 stoichiometry (P-CD complexes of decalin
s and of alpha- and beta -pinenes) and 1:2 stoichiometry (alpha -CD complex
es with (+/-)-alpha -pinenes and (+/-)-camphenes), Occasionally selectivity
arises from a different composition, when one isomer forms a 1:1 stoichiom
etry complex while another Forms a 1:2 complex (dimethylnaphthalenes, cis/t
rans-anetholes and cis/trans-isosafroles). (C) 2000 Elsevier Science B.V. A
ll rights reserved.