The inverted cucurbit[n]uril family

被引:164
作者
Isaacs, L [1 ]
Park, SK
Liu, SM
Ko, YH
Selvapalam, N
Kim, Y
Kim, H
Zavalij, PY
Kim, GH
Lee, HS
Kim, K
机构
[1] Univ Maryland, Dept Chem & Biochem, College Pk, MD 20742 USA
[2] Pohang Univ Sci & Technol, Natl Creat Res Initiat Ctr Smart Supramol, Pohang, South Korea
[3] Pohang Univ Sci & Technol, Dept Chem, Div Mol & Life Sci, Pohang, South Korea
[4] Pohang Accelerator Lab, Beamline Div, Pohang 790784, South Korea
关键词
D O I
10.1021/ja056988k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report the isolation, characterization, and recognition behavior of iCB[6] and iCB[7], which are diastereomers of CB[6] and CB[7], respectively, containing a single inverted glycoluril unit. Product resubmission experiments establish that these inverted CB[n] are intermediates in the mechanism of CB[n] formation. As a consequence of the inverted glycoluril ring, these inverted cucurbiturils possess a permanent dipole moment, are slightly smaller than their diastereomers, show distinctive selectivity in their recognition behavior, and report directly on the contents of their hydrophobic cavity. Copyright © 2005 American Chemical Society.
引用
收藏
页码:18000 / 18001
页数:2
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