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Tetramidocavitand: strong anion receptor by well-organized four -(C = O)N-H center dot center dot center dot X- interactions

Authors
Jung, Nak ShinLee, JaeokChoi, Sang BeomKim, JaheonPaek, Kyungsoo
Issue Date
3-Mar-2010
Publisher
PERGAMON-ELSEVIER SCIENCE LTD
Citation
TETRAHEDRON LETTERS, v.51, no.9, pp.1291 - 1293
Journal Title
TETRAHEDRON LETTERS
Volume
51
Number
9
Start Page
1291
End Page
1293
URI
http://scholarworks.bwise.kr/ssu/handle/2018.sw.ssu/14785
DOI
10.1016/j.tetlet.2009.12.144
ISSN
0040-4039
Abstract
Resorcin[4]arene-based tetramidocavitands containing four secondary amide groups on their upper rim showed strong RSO3- (R = methyl or ethyl) binding properties. The caviplex formation through hydrogen bonds of -(C=O)N-H center dot center dot center dot X- was supported by H-1 NMR and Crystal structure analyses. In a mixture of C2D2Cl4/DMSO/D2O = 5 15 2 at 25 degrees C, the thermodynamic parameters for caviplex CH3SO3-@1, Delta G (kcal mol(-1)), Delta H (kcal mol(-1)), and Delta S (cal K-1 mol(-1)), are -3 7, -8 6, and - 16 7, respectively. (C) 2010 Elsevier Ltd All rights reserved.
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