Well-defined, organic nanoenvironments in water: The hydrophobic effect drives a capsular assembly

被引：371

作者：

Gibb, CLD ^{[1
]}

Gibb, BC ^{[1
]}

机构：

[1] Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2004年 / 126卷 / 37期

关键词：

D O I：

10.1021/ja0475611

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The synthesis of a water-soluble, deep-cavity cavitand is reported. A blend of molecular curvature and amphiphilicity, this molecule has a hydrophobic concave surface and a hydrophilic convex surface. As a result, in aqueous solution and in the presence of a guest molecule, the host self-assembles to form a capsular assembly with an interior cavity large enough to entrap steroidal guests. Copyright © 2003 American Chemical Society.

引用

页码：11408 / 11409

页数：2

共 25 条

[1] Organization of the interior of molecular capsules by hydrogen bonding [J].

Atwood, JL ;

Barbour, LJ ;

Jerga, A .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2002, 99 (08) :4837-4841

[2] Discrimination of guests encapsulation in large hexameric molecular capsules in solution: Pyrogallol[4]arene versus resorcin[4]arene capsules [J].

Avram, L ;

Cohen, Y .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (52) :16180-16181

[3] A cationic guest in a 24+ cationic host [J].

Bourgeois, JP ;

Fujita, M ;

Kawano, M ;

Sakamoto, S ;

Yamaguchi, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (31) :9260-9261

[4] Chemistry -: Amplification by compartmentalization [J].

Chen, J ;

Körner, S ;

Craig, SL ;

Rudkevich, DM ;

Rebek, J .

NATURE, 2002, 415 (6870) :385-386

[5]

CRAM DJ, 1991, ANGEW CHEM INT EDIT, V30, P1024, DOI 10.1002/anie.199110241

[6] Molecular paneling via coordination [J].

Fujita, M ;

Umemoto, K ;

Yoshizawa, M ;

Fujita, N ;

Kusukawa, T ;

Biradha, K .

CHEMICAL COMMUNICATIONS, 2001, (06) :509-518

[7] Adjusting the binding thermodynamics, kinetics, and orientation of guests within large synthetic hydrophobic pockets [J].

Gibb, CLD ;

Li, X ;

Gibb, BC .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2002, 99 (08) :4857-4862

[8] C-H•••X-R (X = Cl, Br, and I) hydrogen bonds drive the complexation properties of a nanoscale molecular basket [J].

Gibb, CLD ;

Stevens, ED ;

Gibb, BC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (24) :5849-5850

[9] Pairwise selection of guests in a cylindrical molecular capsule of nanometre dimensions [J].

Heinz, T ;

Rudkevich, DM ;

Rebek, J .

NATURE, 1998, 394 (6695) :764-766

[10] A nanometer-sized metallosupramolecular cube with Oh symmetry [J].

Hong, MC ;

Zhao, YJ ;

Su, WP ;

Cao, R ;

Fujita, M ;

Zhou, ZY ;

Chan, ASC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (19) :4819-4820

← 1 2 3 →