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2015•Russian Journal of General ChemistryRequires access

Synthesis, structure, and properties of the product formed in the reaction of ortho-diphenylphosphinobenzaldehyde and N-tosyl-1,2-phenylenediamine

Л. Д. Попов, С. А. Бородкин, Михаил Е. Клецкий, Олег Н. Буров, П. Г. Морозов, И. Н. Щербаков, Yu. P. Tupolova, L. I. Etmetchenko, Анна В. Ткачук, В. А. Коган

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Abstract

Interaction of ortho -diphenylphosphinobenzaldehyde with N -tosyl-1,2-phenylenediamine afforded the product of intramolecular Wittig reaction, N -{2-[2-(Diphenylphosphoryl)benzylamino]phenyl}-4-methylbenzenesulfonamide. Its structure was established on the basis of IR, 1 H NMR, 13 C NMR, and 2D 1 H NMR (COSY) spectroscopy. Reaction mechanism was studied by means of quantum chemistry DFT method. Complexforming property of the obtained diphenylphosphine oxide was investigated.

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Interaction of ortho -diphenylphosphinobenzaldehyde with N -tosyl-1,2-phenylenediamine afforded the product of intramolecular Wittig reaction, N -{2-[2-(Diphenylphosphoryl)benzylamino]phenyl}-4-methylbenzenesulfonamide. Its structure was established on the basis of IR, 1 H NMR, 13 C NMR, and 2D 1 H NMR (COSY) spectroscopy. Reaction mechanism was studied by means of quantum chemistry DFT method. Complexforming property of the obtained diphenylphosphine oxide was investigated.

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Available abstract

Interaction of ortho -diphenylphosphinobenzaldehyde with N -tosyl-1,2-phenylenediamine afforded the product of intramolecular Wittig reaction, N -{2-[2-(Diphenylphosphoryl)benzylamino]phenyl}-4-methylbenzenesulfonamide. Its structure was established on the basis of IR, 1 H NMR, 13 C NMR, and 2D 1 H NMR (COSY) spectroscopy. Reaction mechanism was studied by means of quantum chemistry DFT method. Complexforming property of the obtained diphenylphosphine oxide was investigated.

Key concepts: Chemistry, Intramolecular force, Tosyl, Wittig reaction, Diphenylphosphine oxide, Nuclear magnetic resonance spectroscopy, Carbon-13 NMR, Medicinal chemistry

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Synthesis, structure, and properties of the product formed in the reaction of ortho-diphenylphosphinobenzaldehyde and N-tosyl-1,2-phenylenediamine — Research Paper | ScholarLens