Novel Developments in Organonitrogen Fluorine Chemistry from Carbon- Nitrogen
Final rept. 1 Nov 83-30 Sep 89,
CLEMSON UNIV SC
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The synthesis, reactions and selected structures of a variety of fluoroorganic compounds of nitrogen were studied. All of the chemistry is based on the reactivity of carbon-nitrogen double and triple bonds with a few examples of analogous sulfur-nitrogen systems. The chemistry is based predominantly on the reactivity of these unsaturated systems with nucleophiles fluoride ion mainly and with oxidizing agents halogens and peroxides. Fluoride ion from MX MK, Rb, Cs attacks nitriles to form RxCFN anions which are easily oxidized by the halogens F2, Cl2 and Br2 to the respective RxCFNX. The resultant imine can be further attacked by fluoride ion forming RxCF2NX which can be further ionized to RxCF2NX2 in certain cases if RxF, the alkamine anion is also a reactive nucleophile and nuclephilic substitution reactions lead to a variety of novel compounds. Of special interest are the diaziridines.
- Organic Chemistry