The reaction of perfluoroalkylcopper compounds with 1-bromo-1-perfluoroalkylethylenes

Oxygen Carriers (“Blood Substitutes”)Raison d'Etre, Chemistry, and Some PhysiologyBlut ist ein ganz besondrer Saft

“…The materials isolated were essentially the trans isomers. Such compounds were also obtained by reaction of 1-bromo-1-( F -alkyl)ethylene with F -alkylcopper compounds (eq 5.9); only the vic -disubstituted product 5.12 was formed The internal double bond turned out to be very inert; F-44E 5.12a and F-66E 4.12b , for example, remained unaffected when heated at 130 °C with diethylamine or bromine for several weeks or treated by m -chloroperbenzoic acid or various biomimetic oxidation systems. , The availability of such homologous series contributed to determination of O 2 solubility (Figure ) and organ retention half-times versus MW (Figure ). , No evidence of metabolic or enzymatic degradation was found when the PFCs extracted after several weeks from the liver of rats were chromatographically and spectroscopically analyzed.…”

Trifluoromethylation of Alkenyl Bromides and Iodides (Including 5-Iodouracils) with (CF3)2Hgand Cu (“Trifluoromethylcopper”)1

“…Coupling of perfluoroalkylcopper reagents with ( E )-1,2-diiodoethene gave products with retained configurations . However, vicinal rather than gem-disubstituted alkenes had been obtained by analogous treatment of 1-bromo-1-perfluoroalkylethenes . Coupling of other haloalkenes with CF 3 Cu has been reported, but the cyclic and symmetrical alkenes or E / Z mixtures employed did not allow definitive stereochemical analysis .…”

(Fluoroorgano)fluoroboranes and -borates. 14. Preparation of Potassium ((Perfluoroorgano)ethynyl)trifluoroborates K[RFC⋮CBF3]

“…We decided to elaborate another route, which is demonstrated for (perfluorooct-1-ynyl)lithium as a key nucleophile. This route started with the easily available olefin C 6 F 13 CBrCH 2 ( 17 ), which was treated with LDA, and in situ generated C 6 F 13 C⋮CLi was finally converted into the salt 18 as previously described (Scheme 7) …”