Molecules at close range: encapsulated solvent molecules in pyrogallol[4]arene hexameric capsules

被引:56
作者
Avram, L [1 ]
Cohen, Y [1 ]
机构
[1] Tel Aviv Univ, Raymond & Beverly Sackler Fac Exact Sci, Sch Chem, IL-69978 Tel Aviv, Israel
关键词
D O I
10.1021/ol052459+
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Pyrogallol[4]arenes form hexameric capsules with a large cavity and can be regarded as nanoreactors. The H-1 NMR signals of the encapsulated chloroform and benzene molecules are very complex, which may indicate that these encapsulated molecules are trapped in slightly different capsules. Co-encapsulation was found to be favored, and the ASIS effect was found to be enhanced, probably due to the close proximity and the higher molecular fraction of the benzene/chloroform complex in the capsule.
引用
收藏
页码:219 / 222
页数:4
相关论文
共 37 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]   Hydrogen-bonded molecular capsules are stable in polar media [J].
Atwood, JL ;
Barbour, LJ ;
Jerga, A .
CHEMICAL COMMUNICATIONS, 2001, (22) :2376-2377
[3]   Self-recognition, structure, stability, and guest affinity of pyrogallol[4]arene and resorcin[4]arene capsules in solution [J].
Avram, L ;
Cohen, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (37) :11556-11563
[4]   Hexameric capsules of lipophilic pyrogallolarene and resorcinarene in solutions as probed by diffusion NMR: One hydroxyl makes the difference [J].
Avram, L ;
Cohen, Y .
ORGANIC LETTERS, 2003, 5 (18) :3329-3332
[5]   Spontaneous formation of hexameric resorcinarene capsule in chloroform solution as detected by diffusion NMR [J].
Avram, L ;
Cohen, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (51) :15148-15149
[6]   The role of water molecules in a resorcinarene capsule as probed by NMR diffusion measurements [J].
Avram, L ;
Cohen, Y .
ORGANIC LETTERS, 2002, 4 (24) :4365-4368
[7]   Self-assembly of hydrogen-bonded capsules [J].
Böhmer, V ;
Vysotsky, MO .
AUSTRALIAN JOURNAL OF CHEMISTRY, 2001, 54 (11) :671-677
[8]   Diffusion NMR spectroscopy in supramolecular and combinatorial chemistry: An old parameter - New insights [J].
Cohen, Y ;
Avram, L ;
Frish, L .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (04) :520-554
[9]   Self-assembling capsules [J].
Conn, MM ;
Rebek, J .
CHEMICAL REVIEWS, 1997, 97 (05) :1647-1668
[10]   Fluorescent guest molecules report ordered inner phase of host capsules in solution [J].
Dalgarno, SJ ;
Tucker, SA ;
Bassil, DB ;
Atwood, JL .
SCIENCE, 2005, 309 (5743) :2037-2039