Polar alicyclic rings: synthesis and structure of all cis-1,2,3,4-tetrafluorocyclopentane

Zeguo Fang; Nawaf Al-Maharik; Alexandra M. Z. Slawin; Michael Buehl; David O'Hagan

doi:10.1039/C6CC01348A

Polar alicyclic rings: synthesis and structure of all cis-1,2,3,4-tetrafluorocyclopentane

Zeguo Fang, Nawaf Al-Maharik, Alexandra M. Z. Slawin, Michael Buehl, David O'Hagan

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Abstract

The all-cis isomer of 1,2,3,4-tetrafluorocyclopentane is prepared and characterised by NMR and X-ray crystallography and the experimental structure compared with theory. The structure has a similarly high polarity to all-cis tetrafluorocyclohexanes despite the increased conformational flexibility of a cyclopentane.

Original language	English
Pages (from-to)	5116-5119
Number of pages	4
Journal	Chemical Communications
Volume	52
Issue number	29
Early online date	11 Mar 2016
DOIs	https://doi.org/10.1039/C6CC01348A
Publication status	Published - 14 Apr 2016

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10.1039/C6CC01348A

FangTetrafluoroCycopentane4thMarch
Copyright 2016 the Authors. This work is 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://dx.doi.org/10.1039/C6CC01348A
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Novel organofluorine motifs: Novel organofluorine motifs in the service of industry
O'Hagan, D. (PI)
EPSRC
1/03/14 → 28/02/17
Project: Standard

Data underpinning - Polar alicyclic rings: Synthesis and structure of all cis-1,2,3,4-tetrafluorocyclopentane
Fang, Z. (Creator), Al-Maharik, N. (Creator), Slawin, A. M. Z. (Creator), Buehl, M. (Creator) & O'Hagan, D. (Creator), University of St Andrews, 17 Mar 2016
DOI: 10.17630/91a69603-839e-4562-81fd-cbe46f6f2b88
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title = "Polar alicyclic rings: synthesis and structure of all cis-1,2,3,4-tetrafluorocyclopentane",

abstract = "The all-cis isomer of 1,2,3,4-tetrafluorocyclopentane is prepared and characterised by NMR and X-ray crystallography and the experimental structure compared with theory. The structure has a similarly high polarity to all-cis tetrafluorocyclohexanes despite the increased conformational flexibility of a cyclopentane. ",

author = "Zeguo Fang and Nawaf Al-Maharik and Slawin, {Alexandra M. Z.} and Michael Buehl and David O'Hagan",

note = "The authors are grateful to the Chinese Scholarship Council for Studentship support (ZF), to EPSRC for financial support and to the EPSRC National Mass Spectrometry Service at Swansea for analytical support. DO{\textquoteright}H thanks the Royal Society for a Wolfson Research Merit Award.",

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T1 - Polar alicyclic rings: synthesis and structure of all cis-1,2,3,4-tetrafluorocyclopentane

AU - Fang, Zeguo

AU - Al-Maharik, Nawaf

AU - Slawin, Alexandra M. Z.

AU - Buehl, Michael

AU - O'Hagan, David

N1 - The authors are grateful to the Chinese Scholarship Council for Studentship support (ZF), to EPSRC for financial support and to the EPSRC National Mass Spectrometry Service at Swansea for analytical support. DO’H thanks the Royal Society for a Wolfson Research Merit Award.

PY - 2016/4/14

Y1 - 2016/4/14

N2 - The all-cis isomer of 1,2,3,4-tetrafluorocyclopentane is prepared and characterised by NMR and X-ray crystallography and the experimental structure compared with theory. The structure has a similarly high polarity to all-cis tetrafluorocyclohexanes despite the increased conformational flexibility of a cyclopentane.

AB - The all-cis isomer of 1,2,3,4-tetrafluorocyclopentane is prepared and characterised by NMR and X-ray crystallography and the experimental structure compared with theory. The structure has a similarly high polarity to all-cis tetrafluorocyclohexanes despite the increased conformational flexibility of a cyclopentane.

U2 - 10.1039/C6CC01348A

DO - 10.1039/C6CC01348A

M3 - Article

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VL - 52

SP - 5116

EP - 5119

JO - Chemical Communications

JF - Chemical Communications

IS - 29

ER -

Polar alicyclic rings: synthesis and structure of all cis-1,2,3,4-tetrafluorocyclopentane

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Novel organofluorine motifs: Novel organofluorine motifs in the service of industry

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Data underpinning - Polar alicyclic rings: Synthesis and structure of all cis-1,2,3,4-tetrafluorocyclopentane

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