Resolution of Racemic Perfluorocarbons through Self-Assembly Driven by Donor-Acceptor Intermolecular Recognition
ACS Symp. Ser. 2000, 746, 239
M. T. Messina, P. Metrangolo, G. Resnati
Co-crystal formed by (-)-sparteine hydrobromide and (S)-1,2-dibromohexafluoropropane. The two nitrogen atoms of (-)-sparteine work as electron donors towards the proton and the bromide ion works as electron donor towards the two bromine atoms of dibromohexafluoropropane.
Co-crystal formed by (-)-sparteine hydrobromide and (S)-1,2-dibromohexafluoropropane. The two nitrogen atoms of (-)-sparteine work as electron donors towards the proton and the bromide ion works as electron donor towards the two bromine atoms of dibromohexafluoropropane.
ABSTRACT
The attractive intermolecular interaction between iodine or bromine atoms of perfluorocarbon halides and anions or heteroatomic sites of hydrocarbons is robust enough to overcome the low affinity between perfluorocarbons and hydrocarbons and to drive their molecular recognition directed self-assembly. This strong and specific intermolecular interaction can be readily exploited in the design and manipulation of molecular aggregation processes. From a preparative point of view, this recognition enabled the resolution of chiral perfluorocarbon derivatives.