BINDING FEATURES OF MOLECULAR CLIPS - SEPARATION OF THE EFFECTS OF HYDROGEN-BONDING AND PI-PI INTERACTIONS

Authors
REEK JNH PRIEM AH ENGELKAMP H ROWAN AE ELEMANS JAAW NOLTE RJM
Citation
Jnh. Reek et al., BINDING FEATURES OF MOLECULAR CLIPS - SEPARATION OF THE EFFECTS OF HYDROGEN-BONDING AND PI-PI INTERACTIONS, Journal of the American Chemical Society, 119(42), 1997, pp. 9956-9964
Citations number
63
Categorie Soggetti
Chemistry
Journal title
Journal of the American Chemical Society → ACNP
ISSN journal
00027863
Volume
119
Issue
42
Year of publication
1997
Pages
9956 - 9964
Database
ISI
SICI code
0002-7863(1997)119:42<9956:BFOMC->2.0.ZU;2-W
Abstract
The ability of clip shaped molecules based on the building block diphe nylglycoluril to form complexes with dihydroxybenzene guest molecules has been studied in detail. The binding strength of these complexes ca n be varied over a wide range (K-a approximate to 0-10(5) M-1), by app lying small modifications in the host or the guest molecule. It is fou nd that the complexation is a combination of different effects, viz., hydrogen bonding, pi-pi stacking interactions, and a cavity effect.