Open Access
Nucleophilic Substitution Reactions in the [B3 H8 ]− Anion in the Presence of Lewis Acids
Alexandra T Shulyak
1, 2
,
Evgeniy O Bortnikov
3
,
Mikhail S. Grigoriev
4
,
Alexander Y Bykov
1
,
Nikolai T Kuznetsov
1
Publication type: Journal Article
Publication date: 2022-01-24
PubMed ID:
35164015
Organic Chemistry
Drug Discovery
Physical and Theoretical Chemistry
Pharmaceutical Science
Molecular Medicine
Analytical Chemistry
Chemistry (miscellaneous)
Abstract
As a result of our study on the interaction between the octahydrotriborate anion with nucleophiles (Nu = THF, Ph3P, Ph2P-(CH2)2-PPh2 (dppe), Ph3As, Et3N, PhNH2, C5H5N, CH3CN, Ph2CHCN)) in the presence of a wide range of Lewis acids (Ti(IV), Hf(IV), Zr(IV), Al, Cu(I), Zn, Mn(II), Co(II) halides and iodine), a number of substituted derivatives of the octahydrotriborate anion [B3H7Nu] are obtained. It is found that the use of TiCl4, AlCl3, ZrCl4, HfCl4, CuCl and iodine leads to the highest product yields. In this case, it is most likely that the reaction proceeds through the formation of an intermediate [B3H7-HMXnx], which was detected by NMR spectroscopy. The structures of [Ph3P·B3H7] and [PhNH2·B3H7] were determined by X-ray diffraction.
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Total citations:
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Citations from 2025:
3
(75%)
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Shulyak A. T. et al. Nucleophilic Substitution Reactions in the [B3H8]− Anion in the Presence of Lewis Acids // Molecules. 2022. Vol. 27. No. 3. p. 746.
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Shulyak A. T., Bortnikov E. O., Selivanov N. A., Grigoriev M. S., Kubasov A. S., Zhdanov A. P., Bykov A. Y., Zhizhin K. Y., Kuznetsov N. T. Nucleophilic Substitution Reactions in the [B3H8]− Anion in the Presence of Lewis Acids // Molecules. 2022. Vol. 27. No. 3. p. 746.
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RIS
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TY - JOUR
DO - 10.3390/molecules27030746
UR - https://www.mdpi.com/1420-3049/27/3/746
TI - Nucleophilic Substitution Reactions in the [B3H8]− Anion in the Presence of Lewis Acids
T2 - Molecules
AU - Shulyak, Alexandra T
AU - Bortnikov, Evgeniy O
AU - Selivanov, Nikita A.
AU - Grigoriev, Mikhail S.
AU - Kubasov, Alexey S.
AU - Zhdanov, Andrey P.
AU - Bykov, Alexander Y
AU - Zhizhin, Konstantin Yu.
AU - Kuznetsov, Nikolai T
PY - 2022
DA - 2022/01/24
PB - MDPI
SP - 746
IS - 3
VL - 27
PMID - 35164015
SN - 1420-3049
ER -
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BibTex (up to 50 authors)
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@article{2022_Shulyak,
author = {Alexandra T Shulyak and Evgeniy O Bortnikov and Nikita A. Selivanov and Mikhail S. Grigoriev and Alexey S. Kubasov and Andrey P. Zhdanov and Alexander Y Bykov and Konstantin Yu. Zhizhin and Nikolai T Kuznetsov},
title = {Nucleophilic Substitution Reactions in the [B3H8]− Anion in the Presence of Lewis Acids},
journal = {Molecules},
year = {2022},
volume = {27},
publisher = {MDPI},
month = {jan},
url = {https://www.mdpi.com/1420-3049/27/3/746},
number = {3},
pages = {746},
doi = {10.3390/molecules27030746}
}
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MLA
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Shulyak, Alexandra T., et al. “Nucleophilic Substitution Reactions in the [B3H8]− Anion in the Presence of Lewis Acids.” Molecules, vol. 27, no. 3, Jan. 2022, p. 746. https://www.mdpi.com/1420-3049/27/3/746.