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Perfluoro Alkyl Hypofluorites and Peroxides Revisited
Author(s) -
Nissen Jan H.,
Drews Thomas,
Schröder Benjamin,
Beckers Helmut,
Steinhauer Simon,
Riedel Sebastian
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201903620
Subject(s) - alkyl , chemistry , raman spectroscopy , fluorine , solid state , infrared , gas phase , infrared spectroscopy , polymer chemistry , medicinal chemistry , organic chemistry , physics , optics
A more convenient synthesis of the perfluoro alkyl hypofluorite (F 3 C) 3 COF as well as the hitherto unknown (C 2 F 5 )(F 3 C) 2 COF compound is reported. Both hypofluorites can be prepared by use of the corresponding tertiary alcohols R F OH and elemental fluorine in the presence of CsF. An appropriate access to these highly reactive hypofluorites is crucial. The hypofluorites are then transferred into their corresponding perfluoro bisalkyl peroxides R F OOR F [R F =(F 3 C) 3 C, (C 2 F 5 )(F 3 C) 2 C] by treatment with partially fluorinated silver wool. NMR, gas‐phase infrared, and solid‐state Raman spectra of the perfluoro bisalkyl peroxides are presented and their chemical properties are discussed.