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Reactions of 2-carbonyl- And 2-hydroxy(or methoxy)alkylsubstituted benzimidazoles with arenes in the superacid CF3SO3H. NMR and DFT studies of dicationic electrophilic species. / Ryabukhin, Dmitry S.; Turdakov, Alexey N.; Soldatova, Natalia S.; Kompanets, Mikhail O.; Ivanov, Alexander Yu; Boyarskaya, Irina A.; Vasilyev, Aleksander V.

In: Beilstein Journal of Organic Chemistry, Vol. 15, 19.08.2019, p. 1962-1973.

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

Harvard

Ryabukhin, DS, Turdakov, AN, Soldatova, NS, Kompanets, MO, Ivanov, AY, Boyarskaya, IA & Vasilyev, AV 2019, 'Reactions of 2-carbonyl- And 2-hydroxy(or methoxy)alkylsubstituted benzimidazoles with arenes in the superacid CF3SO3H. NMR and DFT studies of dicationic electrophilic species', Beilstein Journal of Organic Chemistry, vol. 15, pp. 1962-1973. https://doi.org/10.3762/bjoc.15.191

APA

Ryabukhin, D. S., Turdakov, A. N., Soldatova, N. S., Kompanets, M. O., Ivanov, A. Y., Boyarskaya, I. A., & Vasilyev, A. V. (2019). Reactions of 2-carbonyl- And 2-hydroxy(or methoxy)alkylsubstituted benzimidazoles with arenes in the superacid CF3SO3H. NMR and DFT studies of dicationic electrophilic species. Beilstein Journal of Organic Chemistry, 15, 1962-1973. https://doi.org/10.3762/bjoc.15.191

Vancouver

Ryabukhin DS, Turdakov AN, Soldatova NS, Kompanets MO, Ivanov AY, Boyarskaya IA et al. Reactions of 2-carbonyl- And 2-hydroxy(or methoxy)alkylsubstituted benzimidazoles with arenes in the superacid CF3SO3H. NMR and DFT studies of dicationic electrophilic species. Beilstein Journal of Organic Chemistry. 2019 Aug 19;15:1962-1973. https://doi.org/10.3762/bjoc.15.191

Author

Ryabukhin, Dmitry S. ; Turdakov, Alexey N. ; Soldatova, Natalia S. ; Kompanets, Mikhail O. ; Ivanov, Alexander Yu ; Boyarskaya, Irina A. ; Vasilyev, Aleksander V. / Reactions of 2-carbonyl- And 2-hydroxy(or methoxy)alkylsubstituted benzimidazoles with arenes in the superacid CF3SO3H. NMR and DFT studies of dicationic electrophilic species. In: Beilstein Journal of Organic Chemistry. 2019 ; Vol. 15. pp. 1962-1973.

BibTeX

@article{4103e30b367b49318889ceeb3c3ceaa4,
title = "Reactions of 2-carbonyl- And 2-hydroxy(or methoxy)alkylsubstituted benzimidazoles with arenes in the superacid CF3SO3H. NMR and DFT studies of dicationic electrophilic species",
abstract = "Reactions of 2-carbonyl- and 2-hydroxy(or methoxy)alkylbenzimidazoles with arenes in the Br{\o}nsted superacid TfOH resulted in the formation of the corresponding Friedel-Crafts reaction products, 2-diarylmethyl and 2-arylmethyl-substituted benzimidazoles, in yields up to 90%. The reaction intermediates, protonated species derived from starting benzimidazoles in TfOH, were thoroughly studied by means of NMR and DFT calculations and plausible reaction mechanisms are discussed.",
keywords = "Benzimidazoles, Cations, Friedel-Crafts reaction, Triflic acid, cations, triflic acid, SUPERELECTROPHILIC ACTIVATION, BIOLOGICAL EVALUATION, benzimidazoles, DERIVATIVES",
author = "Ryabukhin, {Dmitry S.} and Turdakov, {Alexey N.} and Soldatova, {Natalia S.} and Kompanets, {Mikhail O.} and Ivanov, {Alexander Yu} and Boyarskaya, {Irina A.} and Vasilyev, {Aleksander V.}",
year = "2019",
month = aug,
day = "19",
doi = "10.3762/bjoc.15.191",
language = "English",
volume = "15",
pages = "1962--1973",
journal = "Beilstein Journal of Organic Chemistry",
issn = "1860-5397",
publisher = "Beilstein-Institut Zur Forderung der Chemischen Wissenschaften",

}

RIS

TY - JOUR

T1 - Reactions of 2-carbonyl- And 2-hydroxy(or methoxy)alkylsubstituted benzimidazoles with arenes in the superacid CF3SO3H. NMR and DFT studies of dicationic electrophilic species

AU - Ryabukhin, Dmitry S.

AU - Turdakov, Alexey N.

AU - Soldatova, Natalia S.

AU - Kompanets, Mikhail O.

AU - Ivanov, Alexander Yu

AU - Boyarskaya, Irina A.

AU - Vasilyev, Aleksander V.

PY - 2019/8/19

Y1 - 2019/8/19

N2 - Reactions of 2-carbonyl- and 2-hydroxy(or methoxy)alkylbenzimidazoles with arenes in the Brønsted superacid TfOH resulted in the formation of the corresponding Friedel-Crafts reaction products, 2-diarylmethyl and 2-arylmethyl-substituted benzimidazoles, in yields up to 90%. The reaction intermediates, protonated species derived from starting benzimidazoles in TfOH, were thoroughly studied by means of NMR and DFT calculations and plausible reaction mechanisms are discussed.

AB - Reactions of 2-carbonyl- and 2-hydroxy(or methoxy)alkylbenzimidazoles with arenes in the Brønsted superacid TfOH resulted in the formation of the corresponding Friedel-Crafts reaction products, 2-diarylmethyl and 2-arylmethyl-substituted benzimidazoles, in yields up to 90%. The reaction intermediates, protonated species derived from starting benzimidazoles in TfOH, were thoroughly studied by means of NMR and DFT calculations and plausible reaction mechanisms are discussed.

KW - Benzimidazoles

KW - Cations

KW - Friedel-Crafts reaction

KW - Triflic acid

KW - cations

KW - triflic acid

KW - SUPERELECTROPHILIC ACTIVATION

KW - BIOLOGICAL EVALUATION

KW - benzimidazoles

KW - DERIVATIVES

UR - http://www.scopus.com/inward/record.url?scp=85071443580&partnerID=8YFLogxK

UR - http://www.mendeley.com/research/reactions-2carbonyl-2hydroxyor-methoxyalkylsubstituted-benzimidazoles-arenes-superacid-cf3so3h-nmr-d

U2 - 10.3762/bjoc.15.191

DO - 10.3762/bjoc.15.191

M3 - Article

C2 - 31501662

AN - SCOPUS:85071443580

VL - 15

SP - 1962

EP - 1973

JO - Beilstein Journal of Organic Chemistry

JF - Beilstein Journal of Organic Chemistry

SN - 1860-5397

ER -

ID: 49830685