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Methanol-mediated benzimidazolamidocavitand

Authors
Park, Yeon SilPaek, Kyungsoo
Issue Date
20-Nov-2013
Publisher
PERGAMON-ELSEVIER SCIENCE LTD
Keywords
Cavitand; Benzimidazolamido moiety; Methanol-mediated hydrogen bonding; CH/pi interaction; Resorcin[4]arene
Citation
TETRAHEDRON LETTERS, v.54, no.47, pp.6291 - 6295
Journal Title
TETRAHEDRON LETTERS
Volume
54
Number
47
Start Page
6291
End Page
6295
URI
http://scholarworks.bwise.kr/ssu/handle/2018.sw.ssu/11106
DOI
10.1016/j.tetlet.2013.09.003
ISSN
0040-4039
Abstract
Resorcin[4]arene-based cavitand bearing four benzimidazolamido moieties on the upper rim has vase conformation by the clip-type hydrogen bonds of a methanol with C=O as well as -NH of a benzimidazolamido unit. These methanol-mediated rigidifications of four benzimidazolamido moieties result in a narrow and deep cavity, and the aromatic protons in the -NH side of benzimidazolyl unit direct to adjacent benzimidazolyl unit. This methanol-mediated cavitand forms weak complexes of n-alkanes by CH/pi interaction with the aromatic it surfaces of the walls at low temperature. (C) 2013 Elsevier Ltd. All rights reserved.
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