Halide Functionality Dependent Formation of Molecular Receptors and Their Ion Recognition Properties

被引:24
作者
Singh, Ashutosh S. [1 ]
Chen, Bo-Yu [1 ,2 ]
Wen, Yuh-Sheng [1 ]
Tsai, Chiitang [2 ]
Sun, Shih-Sheng [1 ]
机构
[1] Acad Sinica, Inst Chem, Taipei 115, Taiwan
[2] Chinese Culture Univ, Dept Chem, Taipei 11114, Taiwan
关键词
ENCAPSULATION; GUESTS; HOSTS; ANION; COMPLEXES; CATALYSIS; CAPSULES; BINDING; SYSTEMS; DESIGN;
D O I
10.1021/ol900565e
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The halide functionality on *bridged tripodal receptors has shown a distinct behavior on their self-assembly structures and binding ability toward HgCl2 and ClO4- anions. The receptors containing fluoro, chloro, and iodo groups crystallized to form hemicarcerands in the solid state, whereas the receptor with a bromo group forms a molecular capsule via C-H center dot center dot center dot Br and C-H center dot center dot center dot pi interactions. The cavity of the molecular capsule is tunable and is capable of reversible encapsulating-releasing the guest molecules by pH modulation.
引用
收藏
页码:1867 / 1870
页数:4
相关论文
共 36 条
[1]   Coencapsulation of three different guests in a cylindrical host [J].
Amaya, T ;
Rebek, J .
CHEMICAL COMMUNICATIONS, 2004, (16) :1802-1803
[2]   Operating molecular elevators [J].
Badjic, JD ;
Ronconi, CM ;
Stoddart, JF ;
Balzani, V ;
Silvi, S ;
Credi, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (05) :1489-1499
[3]   Solution phase measurement of both weak σ and C-H•••X- hydrogen bonding interactions in synthetic anion receptors [J].
Berryman, Orion B. ;
Sather, Aaron C. ;
Hay, Benjamin P. ;
Meisner, Jeffrey S. ;
Johnson, Darren W. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (33) :10895-10897
[4]   Materials science - Designer nanotubes by molecular self-assembly [J].
Blau, WJ ;
Fleming, AJ .
SCIENCE, 2004, 304 (5676) :1457-1458
[5]   Ecological effects, transport, and fate of mercury: a general review [J].
Boening, DW .
CHEMOSPHERE, 2000, 40 (12) :1335-1351
[6]   Crystal structure and thermodynamics of reversible molecular capsules [J].
Chapman, RG ;
Olovsson, G ;
Trotter, J ;
Sherman, JC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (25) :6252-6260
[7]   Self-assembling capsules [J].
Conn, MM ;
Rebek, J .
CHEMICAL REVIEWS, 1997, 97 (05) :1647-1668
[8]   THE DESIGN OF MOLECULAR HOSTS, GUESTS, AND THEIR COMPLEXES (NOBEL LECTURE) [J].
CRAM, DJ .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1988, 27 (08) :1009-1020
[9]   CAVITANDS - ORGANIC HOSTS WITH ENFORCED CAVITIES [J].
CRAM, DJ .
SCIENCE, 1983, 219 (4589) :1177-1183
[10]   In control of motion: From molecular switches to molecular motors [J].
Feringa, BL .
ACCOUNTS OF CHEMICAL RESEARCH, 2001, 34 (06) :504-513