Application of a general rule to induced circular dichroism of naphthalene derivatives complexed with cyclodextrins

被引:90
作者
Kodaka, M [1 ]
机构
[1] Natl Inst Biosci & Human Technol, Biomol Dept, Ibaraki 3058566, Japan
关键词
D O I
10.1021/jp983286r
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A general rule, previously derived for a complex between an achiral guest compound and a chiral macrocyclic host compound, can explain the inversion of circular dichroism (CD) signs observed in the complexation of 2-substituted naphthalenes (2-naphthol, 2-methylnaphthalene, 2-chloronaphthalene, 6-bromo-2-naphthol) with alpha- and beta-cyclodextrins, where the substrates are included deeply in the cavity of beta-cyclodextrin but only partly included in the cavity of or-cyclodextrin. The present success of the general rule supports its validity and usefulness.
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收藏
页码:8101 / 8103
页数:3
相关论文
共 10 条
[1]   Inclusion behavior of alpha-cyclodextrin with 2-methylnaphthalene in aqueous solutions [J].
Hamai, S .
JOURNAL OF INCLUSION PHENOMENA AND MOLECULAR RECOGNITION IN CHEMISTRY, 1997, 27 (01) :57-67
[2]   INCLUSION COMPLEXES AND THE ROOM-TEMPERATURE PHOSPHORESCENCE OF 6-BROMO-2-NAPHTHOL IN AERATED AQUEOUS-SOLUTION OF ALPHA-CYCLODEXTRIN [J].
HAMAI, S .
JOURNAL OF PHYSICAL CHEMISTRY, 1995, 99 (32) :12109-12114
[3]   Inclusion of 2-chloronaphthalene by alpha-cyclodextrin and room-temperature phosphorescence of 2-chloronaphthalene in aqueous D-glucose solutions containing alpha-cyclodextrin [J].
Hamai, S .
JOURNAL OF PHYSICAL CHEMISTRY B, 1997, 101 (09) :1707-1712
[4]   Circular dichroism induced by helical host molecules [J].
Kodaka, M .
JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS, 1997, 93 (11) :2057-2059
[5]   SIGN OF CIRCULAR-DICHROISM INDUCED BY BETA-CYCLODEXTRIN [J].
KODAKA, M .
JOURNAL OF PHYSICAL CHEMISTRY, 1991, 95 (06) :2110-2112
[6]   A GENERAL RULE FOR CIRCULAR-DICHROISM INDUCED BY A CHIRAL MACROCYCLE [J].
KODAKA, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (09) :3702-3705
[7]   INDUCED CIRCULAR-DICHROISM SPECTRUM OF ALPHA-CYCLODEXTRIN COMPLEX WITH HEPTYLVIOLOGEN [J].
KODAKA, M ;
FUKAYA, T .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1989, 62 (04) :1154-1157
[8]   INDUCED CIRCULAR-DICHROISM OF BETA-CYCLODEXTRIN COMPLEXES WITH ORTHO-DISUBSTITUTED, META-DISUBSTITUTED, AND PARA-DISUBSTITUTED BENZENES [J].
SHIMIZU, H ;
KAITO, A ;
HATANO, M .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1981, 54 (02) :513-519
[9]   INTERPRETATION OF ELECTRONIC-SPECTRA BY CONFIGURATION ANALYSIS - ABSORPTION-SPECTRA OF MONOSUBSTITUTED NAPHTHALENES [J].
SUZUKI, S ;
FUJII, T ;
BABA, H .
JOURNAL OF MOLECULAR SPECTROSCOPY, 1973, 47 (02) :243-251
[10]   PHOTO-EXCITED INCLUSION COMPLEXES OF BETA-NAPHTHOL WITH ALPHA-CYCLODEXTRIN, BETA-CYCLODEXTRIN, AND GAMMA-CYCLODEXTRIN IN AQUEOUS-SOLUTIONS [J].
YOROZU, T ;
HOSHINO, M ;
IMAMURA, M ;
SHIZUKA, H .
JOURNAL OF PHYSICAL CHEMISTRY, 1982, 86 (22) :4422-4426