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Resolution of Racemic 1,2‐Dibromohexafluoropropane through Halogen‐Bonded Supramolecular Helices
Author(s) -
Farina Alessandra,
Meille Stefano Valdo,
Messina Maria Teresa,
Metrangolo Pierangelo,
Resnati Giuseppe,
Vecchio Giuseppe
Publication year - 1999
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/(sici)1521-3773(19990816)38:16<2433::aid-anie2433>3.0.co;2-d
Subject(s) - supramolecular chemistry , halogen , resolution (logic) , crystallography , stereochemistry , chemistry , materials science , organic chemistry , computer science , crystal structure , artificial intelligence , alkyl
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 .