Nucleophilic reactivity. Kinetics of reactions between diarylamines N-anions and hexafluorobenzene or pentafluoropyridine in dimethyl sulfoxide

Nucleophilic reactivity. Kinetics of reactions between diarylamines N-anions and hexafluorobenzene or pentafluoropyridine in dimethyl sulfoxide Full article

Journal

Russian Journal of Organic Chemistry
ISSN: 1070-4280 , E-ISSN: 1608-3393

Output data

Year: 2001, Volume: 37, Number: 2, Pages: 260-269 Pages count : 10 DOI: 10.1023/A:1012391231937

Authors

Os'kina I.A. ¹ , Vlasov V.M. ¹

Affiliations

1	(Данные Web of science) Russian Acad Sci, Vorozhtsov Novosibirsk Inst Organ Chem, Novosibirsk 630090, Russia

Rate constants of reactions between sodium salts of diarylamines N-anions and hexafluorobenzene and pentafluoropyridine in DMSO at 25 degreesC were determined. The Bronsted factors for substrates under consideration are 0.14 and 0.34 respectively. These data evidence a considerable effect of substrate electrophilicity on the reactivity of diarylamines N-anions in the SNAr reactions. Deviations of the Bronsted plot from linearity for the reactions of hexafluorobenzene with aryl-and diarylamines N-anions may be due to the difference in internal barriers of these reactions.

Os'kina I.A. , Vlasov V.M.
Nucleophilic reactivity. Kinetics of reactions between diarylamines N-anions and hexafluorobenzene or pentafluoropyridine in dimethyl sulfoxide
Russian Journal of Organic Chemistry. 2001. V.37. N2. P.260-269. DOI: 10.1023/A:1012391231937 WOS Scopus РИНЦ РИНЦ

Web of science	WOS:000170448400016
Scopus	2-s2.0-0035255831
Elibrary	13372510 , 5048806
OpenAlex	W1229721811