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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
Tags Benzene; Chlorine compounds; Coordination reactions; Cyclohexane
Authors Zhu Zhongwei 1 , Genaev Alexander M. 2 , Salnikov George E. 1,2 , Koltunov Konstantin Yu. 1,3
Affiliations
1 Novosibirsk State University, Pirogova 2, Novosibirsk 630090, Russia
2 Vorozhtsov Novosibirsk Institute of Organic Chemistry, Pr. Lavrentieva 9, Novosibirsk, Russia
3 Boreskov Institute of Catalysis, Pr. Lavrentieva 5, Novosibirsk, Russia

Funding (2)

1 Federal Agency for Scientific Organizations 0303-2016-0006 (V.44.1.6)
2 Russian Foundation for Basic Research 17-03-00564 (АААА-А17-117040310053-5)

Abstract: 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.
Cite: 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 AN OpenAlex
Dates:
Submitted: Oct 26, 2018
Accepted: Nov 14, 2018
Published online: Nov 21, 2018
Published print: Dec 1, 2018
Identifiers:
Web of science: WOS:000452321100004
Scopus: 2-s2.0-85058193646
Elibrary: 38678698
Chemical Abstracts: 2018:2308769
OpenAlex: W2901795858
Citing:
DB Citing
Web of science 4
Scopus 4
Elibrary 2
OpenAlex 3
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