Superelectrophilic activation of 1-nitronaphthalene in the presence of aluminum chloride. Reactions with benzene and cyclohexane

Superelectrophilic activation of 1-nitronaphthalene in the presence of aluminum chloride. Reactions with benzene and cyclohexane Full article

Journal

Organic and Biomolecular Chemistry
ISSN: 1477-0520 , E-ISSN: 1477-0539

Output data

Year: 2018, Volume: 16, Number: 47, Pages: 9129-9132 Pages count : 4 DOI: 10.1039/c8ob02653j

Authors

Zhu Zhongwei ¹ , Genaev Alexander M. ² , Salnikov George E. ^1,2 , Koltunov Konstantin Yu. ^1,3

Affiliations

1	(Данные Web of science) Novosibirsk State Univ, Pirogova 2, Novosibirsk 630090, Russia
2	(Данные Web of science) Vorozhtsov Novosibirsk Inst Organ Chem, Pr Lavrentieva 9, Novosibirsk 630090, Russia
3	(Данные Web of science) Boreskov Inst Catalysis, Pr Lavrentieva 5, Novosibirsk 630090, Russia

1-Nitronaphthalene smoothly reacts with benzene and undergoes selective reduction with cyclohexane in the presence of aluminum chloride to give 2,4,4-triphenyl-3,4-dihydronaphthalen-1(2H)-one oxime and 5,6,7,8-tetrahydro-1-naphthylamine, respectively. The mechanistic aspects of these and related reactions are discussed on the basis of DFT, providing insight into the protonation behavior of 1-nitronaphthalene coordinated to AlCl3.

Zhu Z. , Genaev A.M. , Salnikov G.E. , Koltunov K.Y.
Superelectrophilic activation of 1-nitronaphthalene in the presence of aluminum chloride. Reactions with benzene and cyclohexane
Organic and Biomolecular Chemistry. 2018. V.16. N47. P.9129-9132. DOI: 10.1039/c8ob02653j WOS Scopus РИНЦ

Web of science	WOS:000452321100004
Scopus	2-s2.0-85058193646
Elibrary	38678698
OpenAlex	W2901795858