Open Access
Open access
Royal Society of Chemistry (RSC)
Chemical Science
,  volume 14 ,  issue 43 ,  pages 12379-12385

Fluoroalkylated Hypervalent Sulfur Fluorides: Radical Addition of Arylchlorotetrafluoro-λ6-sulfanes to Tetrafluoroethylene

Publication type: Journal Article
Publication date: 2023-10-19
Royal Society of Chemistry (RSC)
scimago Q1
wos Q1
SJR: 2.138
CiteScore: 12.6
Impact factor: 7.4
ISSN: 20416520, 20416539
DOI:  10.1039/d3sc04837c
PubMed ID:  37969576
General Chemistry
Abstract
Fluorinated groups are essential hydrophobic groups in drug design. Combining a carbon-free tetrafluoro-λ6-sulfanyl (SF4) group with a polyfluoroalkyl group (RF) provides SF4RF groups, exhibiting high hydrophobicity with a short carbon chain. In this study, various aryltetrafluoro(polyfluoroalkyl)-λ6-sulfanes (ArSF4RF) were synthesized through the radical addition of arylchlorotetrafluoro-λ6-sulfanes (ArSF4Cl) to tetrafluoroethylene. In addition, quantification of hydrophobic constants (πPh) indicated that the SF4 group is considerably more hydrophobic than a difluoromethylene (CF2) group. Further transformation reactions revealed the stabilities and reactivities of these novel fluorinated groups. The high hydrophobicity and synthetic utility of the SF4RF group lead to the potential applications of the SF4RF group in the pharmaceutical field.
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GOST Copy
Yasuo E. et al. Fluoroalkylated Hypervalent Sulfur Fluorides: Radical Addition of Arylchlorotetrafluoro-λ6-sulfanes to Tetrafluoroethylene // Chemical Science. 2023. Vol. 14. No. 43. pp. 12379-12385.
GOST all authors (up to 50) Copy
Yasuo E., Mikami K., Nozaki K., Okazoe T. Fluoroalkylated Hypervalent Sulfur Fluorides: Radical Addition of Arylchlorotetrafluoro-λ6-sulfanes to Tetrafluoroethylene // Chemical Science. 2023. Vol. 14. No. 43. pp. 12379-12385.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1039/d3sc04837c
UR - https://xlink.rsc.org/?DOI=D3SC04837C
TI - Fluoroalkylated Hypervalent Sulfur Fluorides: Radical Addition of Arylchlorotetrafluoro-λ6-sulfanes to Tetrafluoroethylene
T2 - Chemical Science
AU - Yasuo, Eisuke
AU - Mikami, Koichi
AU - Nozaki, Kyoko
AU - Okazoe, Takashi
PY - 2023
DA - 2023/10/19
PB - Royal Society of Chemistry (RSC)
SP - 12379-12385
IS - 43
VL - 14
PMID - 37969576
SN - 2041-6520
SN - 2041-6539
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2023_Yasuo,
author = {Eisuke Yasuo and Koichi Mikami and Kyoko Nozaki and Takashi Okazoe},
title = {Fluoroalkylated Hypervalent Sulfur Fluorides: Radical Addition of Arylchlorotetrafluoro-λ6-sulfanes to Tetrafluoroethylene},
journal = {Chemical Science},
year = {2023},
volume = {14},
publisher = {Royal Society of Chemistry (RSC)},
month = {oct},
url = {https://xlink.rsc.org/?DOI=D3SC04837C},
number = {43},
pages = {12379--12385},
doi = {10.1039/d3sc04837c}
}
MLA
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MLA Copy
Yasuo, Eisuke, et al. “Fluoroalkylated Hypervalent Sulfur Fluorides: Radical Addition of Arylchlorotetrafluoro-λ6-sulfanes to Tetrafluoroethylene.” Chemical Science, vol. 14, no. 43, Oct. 2023, pp. 12379-12385. https://xlink.rsc.org/?DOI=D3SC04837C.