(formula presented) Dibenzylammonium (DBA+) ions thread through the cavity of tribenzocrown-9 (TB27C9) to generate pseudorotaxanes that are stabilized principally by hydrogen-bonding interactions. The stabilities and complexation kinetics associated with these pseudorotaxanes depend markedly on the nature of the substituents situated on the phenyl rings of the DBA+ ions. For example, the complex formed between TB27C9 and the DBA+ ion bearing electron-withdrawing P-CO2Me substituents is stronger than that obtained from TB27C9 and the "parent", unsubstituted DBA+ ion itself. Furthermore, the "parent" complex equilibrates much more rapidly with its uncomplexed components than do the complexes generated from TB27C9 and substituted DBA ions.
|Original language||English (US)|
|Number of pages||4|
|State||Published - Jan 1 2000|
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry