Borovikov O. N-substituted sulfinimidoyl fluorides

Українська версія

Thesis for the degree of Candidate of Sciences (CSc)

State registration number

0408U002397

Applicant for

Specialization

  • 02.00.03 - Органічна хімія

22-05-2008

Specialized Academic Board

Д 26.217.01

Institute of Organic Chemistry NAS of Ukraine

Essay

The dissertation is devoted to the synthesis and investigation of sulfinimidoyl fluorides chemical behaviour. N-Aroyl- and N-(arenesulfonyl)sulfinimidoyl fluorides were prepared by treatment of aryl- and benzothiazolyl-2-sulfur trifluorides with amides of arenecarboxylic and arenesulfonic acids. Also, aryl-N-(toluenesulfonyl)sulfinimidoyl fluorides and aryl-N,N'-bis(toluenesulfonyl)sulfondiimidoyl fluorides were also synthesized by the reaction of the corresponding sulfenamides and sulfinamides with 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate). It was found that chemical properties of sulfinimidoyl fluorides were significantly different from those of sulfinimidoyl chlorides in reactions with S-trimethylsilylbenzenethiol and triphenylphosphine. It was determined that the difference of chemical properties is connected with positive character of chlorine atom in sulfinimidoyl chlorides.

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