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Electrophilicity of aliphatic nitrilium closo-decaborate clusters : Hyperconjugation provides an unexpected inverse reactivity order. / Burianova, Valeria K.; Mikherdov, Alexander S.; Bolotin, Dmitrii S.; Novikov, Alexander S.; Mokolokolo, Pennie Petrus; Roodt, Andreas; Boyarskiy, Vadim P.; Suslonov, Vitalii V.; Zhdanov, Andrey P.; Zhizhin, Konstantin Yu; Kuznetsov, Nikolay T.

в: Journal of Organometallic Chemistry, Том 870, № 870, 01.09.2018, стр. 97-103.

Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование

Harvard

Burianova, VK, Mikherdov, AS, Bolotin, DS, Novikov, AS, Mokolokolo, PP, Roodt, A, Boyarskiy, VP, Suslonov, VV, Zhdanov, AP, Zhizhin, KY & Kuznetsov, NT 2018, 'Electrophilicity of aliphatic nitrilium closo-decaborate clusters: Hyperconjugation provides an unexpected inverse reactivity order', Journal of Organometallic Chemistry, Том. 870, № 870, стр. 97-103. https://doi.org/10.1016/j.jorganchem.2018.06.017, https://doi.org/10.1016/j.jorganchem.2018.06.017

APA

Burianova, V. K., Mikherdov, A. S., Bolotin, D. S., Novikov, A. S., Mokolokolo, P. P., Roodt, A., Boyarskiy, V. P., Suslonov, V. V., Zhdanov, A. P., Zhizhin, K. Y., & Kuznetsov, N. T. (2018). Electrophilicity of aliphatic nitrilium closo-decaborate clusters: Hyperconjugation provides an unexpected inverse reactivity order. Journal of Organometallic Chemistry, 870(870), 97-103. https://doi.org/10.1016/j.jorganchem.2018.06.017, https://doi.org/10.1016/j.jorganchem.2018.06.017

Vancouver

Burianova VK, Mikherdov AS, Bolotin DS, Novikov AS, Mokolokolo PP, Roodt A и пр. Electrophilicity of aliphatic nitrilium closo-decaborate clusters: Hyperconjugation provides an unexpected inverse reactivity order. Journal of Organometallic Chemistry. 2018 Сент. 1;870(870):97-103. https://doi.org/10.1016/j.jorganchem.2018.06.017, https://doi.org/10.1016/j.jorganchem.2018.06.017

Author

Burianova, Valeria K. ; Mikherdov, Alexander S. ; Bolotin, Dmitrii S. ; Novikov, Alexander S. ; Mokolokolo, Pennie Petrus ; Roodt, Andreas ; Boyarskiy, Vadim P. ; Suslonov, Vitalii V. ; Zhdanov, Andrey P. ; Zhizhin, Konstantin Yu ; Kuznetsov, Nikolay T. / Electrophilicity of aliphatic nitrilium closo-decaborate clusters : Hyperconjugation provides an unexpected inverse reactivity order. в: Journal of Organometallic Chemistry. 2018 ; Том 870, № 870. стр. 97-103.

BibTeX

@article{c0a7ac01d7e947ecba21241615e83443,
title = "Electrophilicity of aliphatic nitrilium closo-decaborate clusters: Hyperconjugation provides an unexpected inverse reactivity order",
abstract = "The nucleophilic addition of 2-pyridyl carbamidoxime to the C≡N group of the aliphatic nitrilium closo-decaborate clusters (PhCH2PPh3)[B10H9NCR] (R = Me, Et, and iPr) proceeds to give 2-iminium closo-decaborates (68–88% isolated yields). A systematic kinetic and theoretical study of the nucleophilic addition indicates that the reactivity of the nitrile ligand at the boron cluster unexpectedly increases in the order of R: Me < Et < iPr. It was shown theoretically, that the electrophilicity of the C≡N group is primarily determined by hyperconjugation with the neighboring aliphatic moiety, which induced by substantial (ca. +0.6 e) positive charge at the nitrile C atom.",
keywords = "Amidoxime, Hyperconjugation, Nitrilium salts, Nucleophilic addition, Oxime",
author = "Burianova, {Valeria K.} and Mikherdov, {Alexander S.} and Bolotin, {Dmitrii S.} and Novikov, {Alexander S.} and Mokolokolo, {Pennie Petrus} and Andreas Roodt and Boyarskiy, {Vadim P.} and Suslonov, {Vitalii V.} and Zhdanov, {Andrey P.} and Zhizhin, {Konstantin Yu} and Kuznetsov, {Nikolay T.}",
note = "Publisher Copyright: {\textcopyright} 2018 Elsevier B.V.",
year = "2018",
month = sep,
day = "1",
doi = "10.1016/j.jorganchem.2018.06.017",
language = "English",
volume = "870",
pages = "97--103",
journal = "Journal of Organometallic Chemistry",
issn = "0022-328X",
publisher = "Elsevier",
number = "870",

}

RIS

TY - JOUR

T1 - Electrophilicity of aliphatic nitrilium closo-decaborate clusters

T2 - Hyperconjugation provides an unexpected inverse reactivity order

AU - Burianova, Valeria K.

AU - Mikherdov, Alexander S.

AU - Bolotin, Dmitrii S.

AU - Novikov, Alexander S.

AU - Mokolokolo, Pennie Petrus

AU - Roodt, Andreas

AU - Boyarskiy, Vadim P.

AU - Suslonov, Vitalii V.

AU - Zhdanov, Andrey P.

AU - Zhizhin, Konstantin Yu

AU - Kuznetsov, Nikolay T.

N1 - Publisher Copyright: © 2018 Elsevier B.V.

PY - 2018/9/1

Y1 - 2018/9/1

N2 - The nucleophilic addition of 2-pyridyl carbamidoxime to the C≡N group of the aliphatic nitrilium closo-decaborate clusters (PhCH2PPh3)[B10H9NCR] (R = Me, Et, and iPr) proceeds to give 2-iminium closo-decaborates (68–88% isolated yields). A systematic kinetic and theoretical study of the nucleophilic addition indicates that the reactivity of the nitrile ligand at the boron cluster unexpectedly increases in the order of R: Me < Et < iPr. It was shown theoretically, that the electrophilicity of the C≡N group is primarily determined by hyperconjugation with the neighboring aliphatic moiety, which induced by substantial (ca. +0.6 e) positive charge at the nitrile C atom.

AB - The nucleophilic addition of 2-pyridyl carbamidoxime to the C≡N group of the aliphatic nitrilium closo-decaborate clusters (PhCH2PPh3)[B10H9NCR] (R = Me, Et, and iPr) proceeds to give 2-iminium closo-decaborates (68–88% isolated yields). A systematic kinetic and theoretical study of the nucleophilic addition indicates that the reactivity of the nitrile ligand at the boron cluster unexpectedly increases in the order of R: Me < Et < iPr. It was shown theoretically, that the electrophilicity of the C≡N group is primarily determined by hyperconjugation with the neighboring aliphatic moiety, which induced by substantial (ca. +0.6 e) positive charge at the nitrile C atom.

KW - Amidoxime

KW - Hyperconjugation

KW - Nitrilium salts

KW - Nucleophilic addition

KW - Oxime

UR - http://www.scopus.com/inward/record.url?scp=85049118124&partnerID=8YFLogxK

UR - http://www.mendeley.com/research/electrophilicity-aliphatic-nitrilium-closodecaborate-clusters-hyperconjugation-provides-unexpected-i

U2 - 10.1016/j.jorganchem.2018.06.017

DO - 10.1016/j.jorganchem.2018.06.017

M3 - Article

AN - SCOPUS:85049118124

VL - 870

SP - 97

EP - 103

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

SN - 0022-328X

IS - 870

ER -

ID: 28294305