Doing the twist: Differences in behavior between isomers of straight-chain alkanes bearing four vicinal fluorine atoms are revealed by conformational analyses (X-ray diffraction, NMR spectroscopy). For example, computational studies show that the all-syn vicinal fluoroalkane (see picture, C gray, F green, H white) adopts a helical conformation, while the anti-syn-anti isomer prefers to be linear. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2007/z701988_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.
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Hunter et al. (2007) studied this question.
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