Substituent effect and enthalpy-entropy compensation on the inclusion of beta-cyclodextrin with 1-substituted naphthalenes

被引：25

作者：

Guo, QX ^{[1
]}

Zheng, XQ ^{[1
]}

Ruan, XQ ^{[1
]}

Luo, SH ^{[1
]}

Liu, YC ^{[1
]}

机构：

[1] LANZHOU UNIV,NATL LAB APPL ORGAN CHEM,LANZHOU 730000,PEOPLES R CHINA

来源：

JOURNAL OF INCLUSION PHENOMENA AND MOLECULAR RECOGNITION IN CHEMISTRY | 1996年 / 26卷 / 04期

关键词：

beta-CD; enthalpy-entropy compensation; inclusion complex; naphthalene derivatives; substituent effect;

D O I：

10.1007/BF01053536

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The inclusion complexation of beta-CD with 1-substituted naphthalenes has been investigated by fluorescence spectroscopy. It was observed that the association constants were influenced by the molar refraction (R(m)), hydrophobic constant (pi(x)), and Hammett constant (sigma(x)) of substituents in the guest compounds. The thermodynamic parameters Delta G(0), Delta H-0, and Delta S-0 determined by measuring the temperature-dependent K-a values shows that inclusion complex formation is enthalpy driven. The results are discussed in terms of enthalpy-entropy compensation.

引用

页码：175 / 183

页数：9

共 21 条

[1] Bender M.L., 1978, Cyclodextrin Chemistry
[2] A SPECTROPHOTOMETRIC INVESTIGATION OF THE INTERACTION OF IODINE WITH AROMATIC HYDROCARBONS
BENESI, HA
HILDEBRAND, JH
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1949, 71 (08) : 2703 - 2707
[3] BRESLOW R, 1984, INCLUSION COMPOUNDS, V3, pCH14
[4] COMPUTER-ASSISTED COMPUTATION OF PARTITION-COEFFICIENTS FROM MOLECULAR-STRUCTURES USING FRAGMENT CONSTANTS
CHOU, JT
JURS, PC
[J]. JOURNAL OF CHEMICAL INFORMATION AND COMPUTER SCIENCES, 1979, 19 (03): : 172 - 178
[5] DAVIES DM, 1993, J CHEM RES-S, P94
[6] ASSOCIATION OF NAPHTHALENE AND ITS METHYL-DERIVATIVES WITH CYCLODEXTRINS IN AQUEOUS-MEDIUM
FUJIKI, M
DEGUCHI, T
SANEMASA, I
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1988, 61 (04) : 1163 - 1167
[7] ASSOCIATION OF INCLUSION-COMPOUNDS OF BETA-CYCLODEXTRIN IN AQUEOUS-SOLUTION
HAMAI, S
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1982, 55 (09) : 2721 - 2729
[8] RHO-SIGMA-PI ANALYSIS . METHOD FOR CORRELATION OF BIOLOGICAL ACTIVITY + CHEMICAL STRUCTURE
HANSCH, C
FUJITA, T
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (08) : 1616 - &
[9] Hansch C., 1979, Substituent constants for correlation analysis in chemistry and biology
[10] THE CIRCULAR DICHROISM SPECTRA OF THE BETA-CYCLODEXTRIN COMPLEX WITH NAPHTHALENE DERIVATIVES
HARATA, K
UEDAIRA, H
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1975, 48 (02) : 375 - 378

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