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Title: Recognition of nitrates in a discrete dimeric capsular assembly of a triamide half-capsule
Authors: Arunachalam, M
Ghosh, Pradyut
Keywords: Coordination chemistry;Dimeric capsules;Anion recognition;Molecular recognition;Tripodal receptors;Nitrates;Acetates
Issue Date: Sep-2011
Publisher: NISCAIR-CSIR, India
Abstract: A newly synthesized tripodal amide receptor for the recognition of planar anions such as nitrate and acetate is described. The tripodal host, L1, features a 1,3,5-substituted 2,4,6-trimethylbenzene scaffold bearing three convergent amide hydrogen bonding functionality and electron-withdrawing p-cyanobenzoyl terminals. The single-crystal X-ray crystallographic analysis on crystals obtained upon complexation of L1 with tetrabutylammonium nitrate in acetone shows the encapsulation of two NO3¯ ions inside the staggered dimeric capsular assembly of L1. On the other hand, complexation with tetrabutylammonium acetate in the same solvent system shows non-capsular recognition of acetate and a water molecule inside the receptor bowl. The p-cyano substitution in the aryl terminals assists the formation of dimeric capsular assembly of L1 by enhancing the hydrogen bonding tendency of the aryl C-H protons. Though L1 demonstrates capsule formation upon complexation with NO3¯, the geometrically similar AcO¯ shows non-capsular recognition in the solid state, which may be due the structural difference between the two anions.
Page(s): 1343-1349
ISSN: 0975-0975(Online); 0376-4710(Print)
Appears in Collections:IJC-A Vol.50A(09-10) [September-October 2011]

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