Host-guest chemistry of rotaxanes and catenanes: application of a polarizable all-atom force field to cyclobis(paraquat-p-phenylene) complexes with disubstituted benzenes and biphenyls
Ga. Kaminski et Wl. Jorgensen, Host-guest chemistry of rotaxanes and catenanes: application of a polarizable all-atom force field to cyclobis(paraquat-p-phenylene) complexes with disubstituted benzenes and biphenyls, J CHEM S P2, (11), 1999, pp. 2365-2375
Citations number
40
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2
Modeling of host-guest complexes of cyclobis(paraquat-p-phenylene) with ben
ezidine, biphenol, 1,4-diaminobenzene, and benzohydroquinone in the gas-pha
se and in liquid CH,CN solution with molecular mechanics and Monte Carlo st
atistical mechanics has been performed. The complexes are important structu
ral elements for a wide variety of self-assembling rotaxanes and catenanes
with prospective use in nanoscale devices. However, their highly charged na
ture presents potential challenges for accurate modeling. In particular, th
e need for explicit polarization has been considered through computation of
association energies using an all-atom force field with and without non-ad
ditive electrostatic polarization terms. The effect of including PF6- count
erions has also been addressed. Polarization generally strengthens the gas-
phase interactions, but has modest effects on the structures of the complex
es and on the relative free energies of binding in solution, which are in r
easonable agreement with experimental data.