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Push-pull alkenes bearing closo-decaborate cluster generated via nucleophilic addition of carbanions to borylated nitrilium salts. / Daines, Elena A.; Bolotin, Dmitrii S.; Bokach, Nadezhda A.; Gurzhiy, Vladislav V. ; Zhdanov, Andrey P. ; Zhizhin, Konstantin Yu.; Kuznetsov, Nikolay T.

In: Inorganica Chimica Acta, Vol. 471, 24.02.2018, p. 372-376.

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

Harvard

Daines, EA, Bolotin, DS, Bokach, NA, Gurzhiy, VV, Zhdanov, AP, Zhizhin, KY & Kuznetsov, NT 2018, 'Push-pull alkenes bearing closo-decaborate cluster generated via nucleophilic addition of carbanions to borylated nitrilium salts', Inorganica Chimica Acta, vol. 471, pp. 372-376. https://doi.org/10.1016/j.ica.2017.11.054

APA

Daines, E. A., Bolotin, D. S., Bokach, N. A., Gurzhiy, V. V., Zhdanov, A. P., Zhizhin, K. Y., & Kuznetsov, N. T. (2018). Push-pull alkenes bearing closo-decaborate cluster generated via nucleophilic addition of carbanions to borylated nitrilium salts. Inorganica Chimica Acta, 471, 372-376. https://doi.org/10.1016/j.ica.2017.11.054

Vancouver

Daines EA, Bolotin DS, Bokach NA, Gurzhiy VV, Zhdanov AP, Zhizhin KY et al. Push-pull alkenes bearing closo-decaborate cluster generated via nucleophilic addition of carbanions to borylated nitrilium salts. Inorganica Chimica Acta. 2018 Feb 24;471: 372-376. https://doi.org/10.1016/j.ica.2017.11.054

Author

Daines, Elena A. ; Bolotin, Dmitrii S. ; Bokach, Nadezhda A. ; Gurzhiy, Vladislav V. ; Zhdanov, Andrey P. ; Zhizhin, Konstantin Yu. ; Kuznetsov, Nikolay T. / Push-pull alkenes bearing closo-decaborate cluster generated via nucleophilic addition of carbanions to borylated nitrilium salts. In: Inorganica Chimica Acta. 2018 ; Vol. 471. pp. 372-376.

BibTeX

@article{9770d14c710c4667a364b68240283e19,
title = "Push-pull alkenes bearing closo-decaborate cluster generated via nucleophilic addition of carbanions to borylated nitrilium salts",
abstract = "Malonodinitrile, benzoylacetonitrile, and ethyl benzoylacetate were deprotonated in situ by (BuLi)-Bu-n to give the reactive carbanions (RRHC(-))-R-2-H-3 (R-2/R-3 = CN/CN, CN/COPh, CO2Et/COPh), which nucleophilically attack the C=N bond of the nitrilium clusters (Ph4P)[B10H9NCR1] (R-1 = Me, Et). This reaction results in generation of push-pull alkenes bearing closo-decaborate clusters, [B10H9NHC(R-1)=(CRR3)-R-2](2) (6 examples; up to 97% isolated yields). These species were isolated as the bis-tetraphenylposhphonium salts and were characterized by H-1 and B-11 NMR, HR ESI+/- -MS, and also by single-crystal X-ray diffraction. (C) 2017 Elsevier B.V. All rights reserved.",
keywords = "Nitrile, Nucleophilic addition, Push-pull alkene, closo-Decaborate",
author = "Daines, {Elena A.} and Bolotin, {Dmitrii S.} and Bokach, {Nadezhda A.} and Gurzhiy, {Vladislav V.} and Zhdanov, {Andrey P.} and Zhizhin, {Konstantin Yu.} and Kuznetsov, {Nikolay T.}",
year = "2018",
month = feb,
day = "24",
doi = "10.1016/j.ica.2017.11.054",
language = "English",
volume = "471",
pages = " 372--376",
journal = "Inorganica Chimica Acta",
issn = "0020-1693",
publisher = "Elsevier",

}

RIS

TY - JOUR

T1 - Push-pull alkenes bearing closo-decaborate cluster generated via nucleophilic addition of carbanions to borylated nitrilium salts

AU - Daines, Elena A.

AU - Bolotin, Dmitrii S.

AU - Bokach, Nadezhda A.

AU - Gurzhiy, Vladislav V.

AU - Zhdanov, Andrey P.

AU - Zhizhin, Konstantin Yu.

AU - Kuznetsov, Nikolay T.

PY - 2018/2/24

Y1 - 2018/2/24

N2 - Malonodinitrile, benzoylacetonitrile, and ethyl benzoylacetate were deprotonated in situ by (BuLi)-Bu-n to give the reactive carbanions (RRHC(-))-R-2-H-3 (R-2/R-3 = CN/CN, CN/COPh, CO2Et/COPh), which nucleophilically attack the C=N bond of the nitrilium clusters (Ph4P)[B10H9NCR1] (R-1 = Me, Et). This reaction results in generation of push-pull alkenes bearing closo-decaborate clusters, [B10H9NHC(R-1)=(CRR3)-R-2](2) (6 examples; up to 97% isolated yields). These species were isolated as the bis-tetraphenylposhphonium salts and were characterized by H-1 and B-11 NMR, HR ESI+/- -MS, and also by single-crystal X-ray diffraction. (C) 2017 Elsevier B.V. All rights reserved.

AB - Malonodinitrile, benzoylacetonitrile, and ethyl benzoylacetate were deprotonated in situ by (BuLi)-Bu-n to give the reactive carbanions (RRHC(-))-R-2-H-3 (R-2/R-3 = CN/CN, CN/COPh, CO2Et/COPh), which nucleophilically attack the C=N bond of the nitrilium clusters (Ph4P)[B10H9NCR1] (R-1 = Me, Et). This reaction results in generation of push-pull alkenes bearing closo-decaborate clusters, [B10H9NHC(R-1)=(CRR3)-R-2](2) (6 examples; up to 97% isolated yields). These species were isolated as the bis-tetraphenylposhphonium salts and were characterized by H-1 and B-11 NMR, HR ESI+/- -MS, and also by single-crystal X-ray diffraction. (C) 2017 Elsevier B.V. All rights reserved.

KW - Nitrile

KW - Nucleophilic addition

KW - Push-pull alkene

KW - closo-Decaborate

UR - http://www.scopus.com/inward/record.url?scp=85037149167&partnerID=8YFLogxK

U2 - 10.1016/j.ica.2017.11.054

DO - 10.1016/j.ica.2017.11.054

M3 - Article

VL - 471

SP - 372

EP - 376

JO - Inorganica Chimica Acta

JF - Inorganica Chimica Acta

SN - 0020-1693

ER -

ID: 14804033