TY - JOUR
T1 - Chiral cage molecules generated by regioselective O-alkylation of a doubly-bridged calix[8]arene
AU - Ikeda, Atsushi
AU - Suzuki, Yoshio
AU - Shinkai, Seiji
N1 - Copyright:
Copyright 2004 Elsevier Science B.V., Amsterdam. All rights reserved.
PY - 1998/1/16
Y1 - 1998/1/16
N2 - A calix[8]arene doubly-bridged at the 1,5-phenol units and 3,7-phenol units has a cage structure with D(2d) symmetry. Regioselective introduction of methyl groups into the residual 2,4,6,8-phenol units affords five different cage compounds: that is, three racemic compounds, one meso compound, and one achiral compound. This paper reports systematic studies on the preparation methods of these new cage compounds and spectroscopic classification of their molecular symmetries. The results indicate that these compounds have a latent potential as a platform for designing chiral cage molecules with an ionophoric inner cavity.
AB - A calix[8]arene doubly-bridged at the 1,5-phenol units and 3,7-phenol units has a cage structure with D(2d) symmetry. Regioselective introduction of methyl groups into the residual 2,4,6,8-phenol units affords five different cage compounds: that is, three racemic compounds, one meso compound, and one achiral compound. This paper reports systematic studies on the preparation methods of these new cage compounds and spectroscopic classification of their molecular symmetries. The results indicate that these compounds have a latent potential as a platform for designing chiral cage molecules with an ionophoric inner cavity.
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U2 - 10.1016/S0957-4166(97)00611-3
DO - 10.1016/S0957-4166(97)00611-3
M3 - Article
AN - SCOPUS:0032536010
VL - 9
SP - 97
EP - 105
JO - Tetrahedron Asymmetry
JF - Tetrahedron Asymmetry
SN - 0957-4166
IS - 1
ER -