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|Title:||Recognition of nitrates in a discrete dimeric capsular assembly of a triamide half-capsule|
|Abstract:||A newly synthesized tripodal amide receptor for the recognition of planar anions such as nitrate and acetate is described. The tripodal host, <b>L<sup>1</sup></b>,<b> </b>features a 1,3,5-substituted 2,4,6-trimethylbenzene scaffold bearing three convergent amide hydrogen bonding functionality and electron-withdrawing <i>p</i>-cyanobenzoyl terminals. The single-crystal X-ray crystallographic analysis on crystals obtained upon complexation of <b>L<sup>1</sup></b> with tetrabutylammonium nitrate in acetone shows the encapsulation of two NO<sub>3</sub>¯ ions inside the staggered dimeric capsular assembly of <b>L<sup>1</sup></b>. 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 <i>p</i>-cyano substitution in the aryl terminals assists the formation of dimeric capsular assembly of <b>L<sup>1</sup></b> by enhancing the hydrogen bonding tendency of the aryl C-H protons. Though <b>L<sup>1</sup></b> demonstrates capsule formation upon complexation with NO<sub>3</sub>¯, the geometrically similar AcO¯ shows non-capsular recognition in the solid state, which may be due the structural difference between the two anions.|
|Appears in Collections:||IJC-A Vol.50A(09-10) [September-October 2011]|
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|IJCA 50A(09-10) 1343-1349.pdf||229.75 kB||Adobe PDF||View/Open|
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