(Figure Presented) Upon mixing and dehydration, 2,6-diformylpyridine and 2,2′-oxybis(ethylamine) form a dynamic combinatorial library of at least nine members. Through hydrogen bonding and other intermolecular interactions, templating dumbbell molecules select one macrocyclic member of the library, at the expense of all the others, to create rotaxanes. These rotaxanes, however, retain the dynamic character of the library, since a diformylpyridine analogue can exchange with the macrocyclic component in solution. In addition, crystallization of the mixture surprisingly furnishes only the crown-8-like macrocycle on its own - evidence of a kinetic selection process occurring between phase transitions.
ASJC Scopus subject areas
- Organic Chemistry