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

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Superelectrophilic activation of 1-nitronaphthalene in the presence of aluminum chloride. Reactions with benzene and cyclohexane. / Zhu, Zhongwei; Genaev, Alexander M.; Salnikov, George E. et al.

In: Organic and Biomolecular Chemistry, Vol. 16, No. 47, 05.12.2018, p. 9129-9132.

Research output: Contribution to journal › Article › peer-review

Author

Zhu, Zhongwei ; Genaev, Alexander M. ; Salnikov, George E. et al. / Superelectrophilic activation of 1-nitronaphthalene in the presence of aluminum chloride. Reactions with benzene and cyclohexane. In: Organic and Biomolecular Chemistry. 2018 ; Vol. 16, No. 47. pp. 9129-9132.

BibTeX

@article{f0a191fd7d604ad88a411ba5067894ba,

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

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.",

keywords = "SUPERACIDIC ACTIVATION, CHLOROALUMINATE, DENSITY, NITRO, HCL",

author = "Zhongwei Zhu and Genaev, {Alexander M.} and Salnikov, {George E.} and Koltunov, {Konstantin Yu}",

note = "Publisher Copyright: {\textcopyright} 2018 The Royal Society of Chemistry.",

year = "2018",

month = dec,

day = "5",

doi = "10.1039/c8ob02653j",

language = "English",

volume = "16",

pages = "9129--9132",

journal = "Organic and Biomolecular Chemistry",

issn = "1477-0520",

publisher = "Royal Society of Chemistry",

number = "47",

}

RIS

TY - JOUR

T1 - Superelectrophilic activation of 1-nitronaphthalene in the presence of aluminum chloride. Reactions with benzene and cyclohexane

AU - Zhu, Zhongwei

AU - Genaev, Alexander M.

AU - Salnikov, George E.

AU - Koltunov, Konstantin Yu

PY - 2018/12/5

Y1 - 2018/12/5

N2 - 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.

AB - 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.

KW - SUPERACIDIC ACTIVATION

KW - CHLOROALUMINATE

KW - DENSITY

KW - NITRO

KW - HCL

UR - http://www.scopus.com/inward/record.url?scp=85058193646&partnerID=8YFLogxK

U2 - 10.1039/c8ob02653j

DO - 10.1039/c8ob02653j

M3 - Article

C2 - 30460957

AN - SCOPUS:85058193646

VL - 16

SP - 9129

EP - 9132

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

SN - 1477-0520

IS - 47

ER -

ID: 17828720