Petrik V. Synthesis and propeties of N-trifluoromethyl-sulfonylimino derivatives of carbonyl compounds.

Українська версія

Thesis for the degree of Candidate of Sciences (CSc)

State registration number

0403U003529

Applicant for

Specialization

  • 02.00.03 - Органічна хімія

23-10-2003

Specialized Academic Board

Д 26.217.01

Institute of Organic Chemistry NAS of Ukraine

Essay

The methods are developed of synthesis and the properties of different types of carbonyl compounds - acids (carboxylic, carbonic and thiocarbonic), aldehydes and ketones are investigated, in which sp2 the atom of oxygen is replaced on more electron withdrawing = NSO2CF3 group The replacement of oxygen atoms in the carboxylic function of benzoic acids leads to extra-ordinary strong increase of the acidity (up to 14,5 units рКа). Is found a new type of reaction - aza- rearrangement of Curtius. The synthesis of carbonic and thiocarbonic acids derivatives, containing electron withdrawing =NSO2CF3 group instead of oxygen atom, employing CF3SO2N=C(SCH3)2 as a new convenient electrophilic reagent. The proposed method allows the synthesis of deeply colored dyes by imination of the carbonyl group in donor-acceptor systems as =NSO2CF3.

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