88410-14-4Relevant articles and documents
Concise preparation of fluorine-containing carbocycles involving the Diels-Alder reaction using fluorinated alkene or diene derivatives
Yamada,Hondo,Konno,Ishihara
, p. 28458 - 28469 (2016/04/09)
The Diels-Alder reaction of trifluorovinyl substances with various dienes proceeded well to give the corresponding trifluorinated cyclohexene derivatives in a regiospecific manner, while 2,3-difluorobuta-1,3-diene molecules also underwent a smooth Diels-A
Photochemical generation and structure of vinyl radicals
Goumans, Theodorus P. M.,Van Alem, Kaj,Lodder, Gerrit
, p. 435 - 443 (2008/09/17)
Photolysis of a series of E or Z stereoisomeric α-R-substituted bromostyrenes (R = CH3, F or CN) in methanol yields E and/ or Z stereoisomeric styrenes, which stem from the corresponding vinyl radicals. The results show that the α-Me vinyl radical is a rapidly equilibrating, bent structure, while the α-F vinyl radical is a stable bent species, in agreement with earlier thermal results. The α-CN vinyl radical is assigned as a rapidly inverting bent and not a linear species from the stereochemical results as a function of temperature. Stereochemical data for the α-C(H)=O system in diethyl ether indicate a stable bent vinyl radical as product forming species. The conclusions are supported by quantum chemical computations. Wiley-VCH Verlag GmbH & Co. KGaA.
Low-temperature 19F NMR spectroscopy of 1-fluoro-1-lithioethenes - Stability, shifts and unexpected coupling constants
Kvicala, Jaroslav,Hrabal, Richard,Czernek, Jiri,Bartosova, Ivana,Paleta, Oldrich,Pelter, Andrew
, p. 211 - 218 (2007/10/03)
Half-lives and fluorine atom shifts of stabilized 1-fluoro-l-lithioethenes bearing hydrogen, fluorine, phenyl, and/or dimethylphenylsilyl groups in the β-positions have been determined by a low-temperature 19F NMR spectroscopy. Some 1-fluoro-1-lithioethenes displayed an exceptionally low value of the trans-3JFF coupling constant. Stereoselectivity of carbenoid formation, as well as an effect of configuration on the stability is discussed.