Premium
Synthesis and Structure of Stereoisomeric Multivicinal Hexafluoroalkanes
Author(s) -
Hunter Luke,
Kirsch Peer,
Slawin Alexandra M. Z.,
O'Hagan David
Publication year - 2009
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/anie.200901956
Subject(s) - zigzag , fluorine , simple (philosophy) , molecule , carbon fibers , stereochemistry , chemistry , computer science , information retrieval , organic chemistry , mathematics , philosophy , algorithm , epistemology , geometry , composite number
Rational expectations : Molecules containing six contiguous fluorine atoms along a carbon backbone have been synthesized in a stereocontrolled manner. X‐ray crystallography shows that the fluoroalkane can adopt a helical or a zigzag shape depending on the stereochemical pattern (see structures). These findings are rationalized by simple stereochemical effects associated with CF bonds.