A CYCLOPHANE RECEPTOR FOR THE SELECTIVE COMPLEXATION OF ADENINE-DERIVATIVES IN WATER

Authors
ROTGER MC GONZALEZ JF BALLESTER P DEYA PM COSTA A
Citation
Mc. Rotger et al., A CYCLOPHANE RECEPTOR FOR THE SELECTIVE COMPLEXATION OF ADENINE-DERIVATIVES IN WATER, Journal of organic chemistry, 59(16), 1994, pp. 4501-4505
Citations number
51
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
59
Issue
16
Year of publication
1994
Pages
4501 - 4505
Database
ISI
SICI code
0022-3263(1994)59:16<4501:ACRFTS>2.0.ZU;2-F
Abstract
A water-soluble oxacyclophane based upon p-xylylenebis[4-hydroxy-3-car boxybenez] and p-xylene units tethered trough an aliphatic chain has b een synthesized. The receptor binds selectively to neutral adenine der ivatives forming an intracavity 1:1 complex. The interaction energies for the complexes range from 7 to 13 kJ mol(-1) in alkaline D2O. The g eometry of the complex between 1(dicarboxylate) and 9-ethyladenine has been mapped out through NMR studies and is also supported by molecula r modeling and theoretical AM1 calculations.