Push-pull alkenes bearing closo-decaborate cluster generated via nucleophilic addition of carbanions to borylated nitrilium salts
Publication type: Journal Article
Publication date: 2018-02-01
scimago Q3
wos Q2
SJR: 0.393
CiteScore: 5.5
Impact factor: 3.2
ISSN: 00201693, 18733255
Materials Chemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
Malonodinitrile, benzoylacetonitrile, and ethyl benzoylacetate were deprotonated in situ by nBuLi to give the reactive carbanions R2R3HC(−) (R2/R3 = CN/CN, CN/COPh, CO2Et/COPh), which nucleophilically attack the C N bond of the nitrilium clusters (Ph4P)[B10H9NCR1] (R1 = Me, Et). This reaction results in generation of push-pull alkenes bearing closo-decaborate clusters, [B10H9NHC(R1) CR2R3]2− (6 examples; up to 97% isolated yields). These species were isolated as the bis-tetraphenylposhphonium salts and were characterized by 1H and 11B NMR, HR ESI+/−-MS, and also by single-crystal X-ray diffraction.
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Daines E. A. et al. Push-pull alkenes bearing closo-decaborate cluster generated via nucleophilic addition of carbanions to borylated nitrilium salts // Inorganica Chimica Acta. 2018. Vol. 471. pp. 372-376.
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Daines E. A., Venter G. J. S., Bokach N. A., Gurzhiy V. V., Zhdanov A., Novikov A. S., Kuznetsov N. V. Push-pull alkenes bearing closo-decaborate cluster generated via nucleophilic addition of carbanions to borylated nitrilium salts // Inorganica Chimica Acta. 2018. Vol. 471. pp. 372-376.
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TY - JOUR
DO - 10.1016/j.ica.2017.11.054
UR - https://doi.org/10.1016/j.ica.2017.11.054
TI - Push-pull alkenes bearing closo-decaborate cluster generated via nucleophilic addition of carbanions to borylated nitrilium salts
T2 - Inorganica Chimica Acta
AU - Daines, Elena A
AU - Venter, Gertruida J. S.
AU - Bokach, Nadezhda A.
AU - Gurzhiy, Vladislav V.
AU - Zhdanov, A.
AU - Novikov, Alexander S.
AU - Kuznetsov, Nikolay V.
PY - 2018
DA - 2018/02/01
PB - Elsevier
SP - 372-376
VL - 471
SN - 0020-1693
SN - 1873-3255
ER -
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@article{2018_Daines,
author = {Elena A Daines and Gertruida J. S. Venter and Nadezhda A. Bokach and Vladislav V. Gurzhiy and A. Zhdanov and Alexander S. Novikov and Nikolay V. Kuznetsov},
title = {Push-pull alkenes bearing closo-decaborate cluster generated via nucleophilic addition of carbanions to borylated nitrilium salts},
journal = {Inorganica Chimica Acta},
year = {2018},
volume = {471},
publisher = {Elsevier},
month = {feb},
url = {https://doi.org/10.1016/j.ica.2017.11.054},
pages = {372--376},
doi = {10.1016/j.ica.2017.11.054}
}
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