Resolution of Racemic 1,2-Dibromohexafluoropropane through Halogen-Bonded Supramolecular Helices.
Halogen bonds, attractive intermolecular interactions between perfluoroalkyl bromides and bromide ions, are present in cocrystals of (-)-sparteinium hydrobromide (1) and (S)-1,2-dibromohexafluoropropane (2; shown schematically), and result in enantiopure and infinite supramolecular helices. The perfluorocarbon-hydrocarbon self-assembly allows the resolution of racemic 2.
Farina
A
Dipartimento di Chimica, Politecnico di Milano, 7, via Mancinelli, I-20131 Milano (Italy).
Meille
SV
Messina
MT
Metrangolo
P
Resnati
G
Vecchio
G