Five beta-cyclodextrin derivatives, takis[2,6-di-O-pentyl-3-O-(4-nitro
benzyl))-beta-CD (CD-I), heptakis [2,6-di-O-pentyl-3-O-(5-hexenyl)]- b
eta-CD(CD-II), heptakis-(2, 6-di-O-cinnamyl-3-O-methyl)-beta-CD(CD-III
), heptakis-(2, 6-di-O-cinnamyl-3-O-acetyl)-beta-CD(CD-IV) and heptaki
s(2, -di-O-cinnamyl-3-O-trifluoroacetyl)-beta-CD(CD-V), were synthesiz
ed and coated on fused-silica capillary columns. Their chromatographic
characteristics were tested and compared with heptakis (2,3,6-tri-O-p
entyl)-beta-CD (CD-VI) and heptakis 2,6-di-O-pentyl-3-O-trifluoroacety
l)-beta-CD(CD-It was found that the size, polarity, and aromatic prope
rty of the substituted group at the 3-position of heptakis(2,6-di-O-pe
ntyl)-beta-cyclodextrins greatly influenced their chromatographic prop
erties and separation ability. The introduction of aromatic group or a
group containing a double-bond may bring pi-pi interactions between t
he host and guest molecules, and therefore increased the separation ab
ility of the beta-CDs for substituted benzene isomers. Introduction of
cinnamyl groups in to the 2,6-3-position of beta-CD has a significant
effect on the chromatographic properties of the stationary phases(CD-
III-CD-V).