Hyperconjugation is the source of helicity in perfluorinated n-alkanes
Abstract
Hyperconjugative, steric and electrostatic effects were evaluated as possible sources of the helicity in linear perfluorinated alkanes through analysis of natural bond orbitals and classical electrostatics. Contrary to previous rationalisations, which indicate dominating steric or electrostatic effects, this analysis indicates that hyperconjugative stabilisation through σCC-> σ*CF interactions are the underlying driving force for the origin of the observed helicity in perfluoroalkanes
Citation
Cormanich , R A , O'Hagan , D & Buehl , M 2017 , ' Hyperconjugation is the source of helicity in perfluorinated n -alkanes ' , Angewandte Chemie International Edition , vol. 56 , no. 27 , pp. 7867-7870 . https://doi.org/10.1002/anie.201704112
Publication
Angewandte Chemie International Edition
Status
Peer reviewed
ISSN
1433-7851Type
Journal article
Rights
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. This work has been made available online in accordance with the publisher’s policies. This is the author created, accepted version manuscript following peer review and may differ slightly from the final published version. The final published version of this work is available at: https://doi.org/10.1002/anie.201704112
Description
The authors thank FAPESP and EaStCHEM funding agencies.Collections
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