1. Self-assembly of a [2]pseudorota[3]catenane in water.
- Author
-
Forgan RS, Gassensmith JJ, Cordes DB, Boyle MM, Hartlieb KJ, Friedman DC, Slawin AM, and Stoddart JF
- Subjects
- Models, Molecular, Anthracenes chemistry, Water chemistry
- Abstract
A donor-acceptor [3]catenane incorporating two cyclobis(paraquat-p-phenylene) rings linked together by a dinaphtho[50]crown-14 macrocycle possesses a π-electron-deficient pocket. Contrary to expectation, negligible binding of a hexaethylene glycol chain interrupted in its midriff by a π-electron-rich 1,5-dioxynaphthalene unit was observed in acetonitrile. However, a fortuitous solid-state superstructure of the expected 1:1 complex revealed its inability to embrace any stabilizing [C-H···O] interactions between the clearly unwelcome guest and the host reluctantly accommodating it. By contrast, in aqueous solution, the 1:1 complex becomes very stable thanks to the intervention of hydrophobic bonding.
- Published
- 2012
- Full Text
- View/download PDF