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Fluorinated cyclopropanes : Synthesis and chemistry of the aryl α,β,β-trifluorocyclopropane motif
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dc.contributor.author | Thomson, Connor | |
dc.contributor.author | Zhang, Qingzhi | |
dc.contributor.author | Al-Maharik, Nawaf | |
dc.contributor.author | Buehl, Michael | |
dc.contributor.author | Cordes, David Bradford | |
dc.contributor.author | Slawin, Alexandra | |
dc.contributor.author | O'Hagan, David | |
dc.date.accessioned | 2019-07-02T23:40:35Z | |
dc.date.available | 2019-07-02T23:40:35Z | |
dc.date.issued | 2018-07-03 | |
dc.identifier | 254057528 | |
dc.identifier | 889e056a-a749-4df9-bf48-f48234e3fa42 | |
dc.identifier | 85050723128 | |
dc.identifier | 000439702200028 | |
dc.identifier.citation | Thomson , C , Zhang , Q , Al-Maharik , N , Buehl , M , Cordes , D B , Slawin , A & O'Hagan , D 2018 , ' Fluorinated cyclopropanes : Synthesis and chemistry of the aryl α,β,β-trifluorocyclopropane motif ' , Chemical Communications , vol. In press . https://doi.org/10.1039/C8CC04964E | en |
dc.identifier.issn | 1359-7345 | |
dc.identifier.other | ORCID: /0000-0002-1095-7143/work/48131779 | |
dc.identifier.other | ORCID: /0000-0002-5366-9168/work/46569128 | |
dc.identifier.other | ORCID: /0000-0002-9527-6418/work/56861717 | |
dc.identifier.other | ORCID: /0000-0002-0510-5552/work/68281254 | |
dc.identifier.uri | https://hdl.handle.net/10023/18028 | |
dc.description | The authors are grateful to the EPSRC for supporting this work. The authors acknowledge the EPSRC National Mass Spectrometry Facility (Swansea) and D.O’H. thanks the Royal Society for a Wolfson Research Merit Award. | en |
dc.description.abstract | A general route to aryl α,β,β-trifluorocyclopropanes is reported and aryl oxidation gave the corresponding α,β,β-trifluorocyclopropane carboxylic acid. Reactions of the corresponding amides with phenol/thiophenol resulted in HF elimination and then conjugate addition. The partially fluorinated cyclopropane has a similar lipophilicity to –CF3 despite three carbon atoms, and it emerges as a novel motif for drug discovery. | |
dc.format.extent | 790164 | |
dc.format.extent | 6257986 | |
dc.language.iso | eng | |
dc.relation.ispartof | Chemical Communications | en |
dc.subject | QD Chemistry | en |
dc.subject | NDAS | en |
dc.subject.lcc | QD | en |
dc.title | Fluorinated cyclopropanes : Synthesis and chemistry of the aryl α,β,β-trifluorocyclopropane motif | en |
dc.type | Journal article | en |
dc.contributor.institution | University of St Andrews. School of Chemistry | en |
dc.contributor.institution | University of St Andrews. EaSTCHEM | en |
dc.contributor.institution | University of St Andrews. Biomedical Sciences Research Complex | en |
dc.identifier.doi | https://doi.org/10.1039/C8CC04964E | |
dc.description.status | Peer reviewed | en |
dc.date.embargoedUntil | 2019-07-03 |
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