Tetraarylporphyrins as probes for studying mechanism of inclusion-complex formation of cyclodextrins. Effect of microscopic environment on inclusion of ionic guests

被引:86
作者
Kano, K
Tanaka, N
Minamizono, H
Kawakita, Y
机构
[1] Dept. of Molec. Sci. and Technology, Faculty of Engineering, Doshisha University, Tanabe
关键词
D O I
10.1246/cl.1996.925
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The pK(a) values and the H-1 NMR spectra of tetraarylporphyrins in the presence of cyclodextrins suggest that the microscopic environment of the positively polarized cavity of cyclodextrin promotes the inclusion of the anionic guest and prohibits the penetration of the cationic guest into the cyclodextrin cavity.
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页码:925 / 926
页数:2
相关论文
共 13 条
[1]   DISPOSITION REQUIREMENTS FOR BINDING IN AQUEOUS-SOLUTION OF POLAR SUBSTRATES IN CYCLOHEXAAMYLOSE CAVITY [J].
BERGERON, RJ ;
CHANNING, MA ;
GIBEILY, GJ ;
PILLOR, DM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (15) :5146-5151
[2]   DEPENDENCE OF CYCLOAMYLOSE-SUBSTRATE BINDING ON CHARGE [J].
BERGERON, RJ ;
CHANNING, MA ;
MCGOVERN, KA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (09) :2878-2883
[3]  
EFTINK MR, 1989, J AM CHEM SOC, V111, P4900
[4]   BINDING MECHANISMS IN CYCLOHEXAAMYLOSE COMPLEXES [J].
GELB, RI ;
SCHWARTZ, LM ;
CARDELINO, B ;
FUHRMAN, HS ;
JOHNSON, RF ;
LAUFER, DA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (07) :1750-1757
[5]   Mechanism for binding to the flexible cavity of permethylated alpha-cyclodextrin [J].
Kano, K ;
Ishimura, T ;
Negi, S .
JOURNAL OF INCLUSION PHENOMENA AND MOLECULAR RECOGNITION IN CHEMISTRY, 1995, 22 (04) :285-298
[6]   INCLUSION AND STABILIZATION OF ELECTROCHEMICALLY GENERATED ANION RADICALS OF DICYANOBENZENES BY CYCLODEXTRINS IN WATER [J].
KANO, K ;
MORI, K ;
UNO, B ;
GOTO, M ;
KUBOTA, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (24) :8645-8649
[7]   A MOLECULAR-ORBITAL STUDY OF CYCLODEXTRIN INCLUSION COMPLEXES .1. THE CALCULATION OF THE DIPOLE-MOMENTS OF ALPHA-CYCLODEXTRIN-AROMATIC GUEST COMPLEXES [J].
KITAGAWA, M ;
HOSHI, H ;
SAKURAI, M ;
INOUE, Y ;
CHUJO, R .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1988, 61 (12) :4225-4229
[8]   SELF-ASSEMBLY OF CYCLODEXTRINS WITH MESO-TETRAKIS(4-SULFONATOPHENYL)PORPHYRIN IN AQUEOUS-SOLUTION [J].
RIBO, JM ;
FARRERA, JA ;
VALERO, ML ;
VIRGILI, A .
TETRAHEDRON, 1995, 51 (12) :3705-3712
[9]   A MOLECULAR-ORBITAL STUDY OF CYCLODEXTRIN (CYCLOMALTO-OLIGOSACCHARIDE) INCLUSION COMPLEXES .3. DIPOLE-MOMENTS OF CYCLODEXTRINS IN VARIOUS TYPES OF INCLUSION COMPLEX [J].
SAKURAI, M ;
KITAGAWA, M ;
HOSHI, H ;
INOUE, Y ;
CHUJO, R .
CARBOHYDRATE RESEARCH, 1990, 198 (02) :181-191
[10]   CNDO-ELECTROSTATIC POTENTIAL MAPS FOR ALPHA-CYCLODEXTRIN [J].
SAKURAI, M ;
KITAGAWA, M ;
HOSHI, H ;
INOUE, Y ;
CHUJO, R .
CHEMISTRY LETTERS, 1988, (05) :895-898