V. P. Zelenov, D. V. Khakimov, I. A. Troyan, E. N. Khodot, I. R. Subbotina, “Electron-withdrawing effect of α-substituents in acyl nitrates on the polarization of the $\mathrm{O\text{-}NO_2}$ bond”, Mendeleev Commun., 28:6 (2018), 641

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Mendeleev Communications, 2018, Volume 28, Issue 6, Pages 641–643
DOI: https://doi.org/10.1016/j.mencom.2018.11.026 (Mi mendc1863)

This article is cited in 3 scientific papers (total in 3 papers)

Communications

Electron-withdrawing effect of α-substituents in acyl nitrates on the polarization of the

O - N O_{2}

$\mathrm{O\text{-}NO_2}$ bond

V. P. Zelenov^a, D. V. Khakimov^a, I. A. Troyan^b, E. N. Khodot^a, I. R. Subbotina^a

^a N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
^b FSRC “Crystallography and Photonics”, Russian Academy of Sciences, Moscow, Russian Federation

Full-text PDF (223 kB) Citations (3)

DOI: https://doi.org/10.1016/j.mencom.2018.11.026

$Graphic abstract: Electron-withdrawing effect of α-substituents in acyl nitrates on the polarization of the <nobr><nobr>$\mathrm{O\text{-}NO_2}$</nobr></nobr> bond$

Abstract: Regularities in the Raman (

v_{N O_{2}}^{s}

$\mathrm{v_{NO_2}^s}$ ) and

^{14} N

$\mathrm{^{14}N}$ NMR spectra of acetyl nitrates containing various electron-withdrawing

α

$\alpha$ -substituents were established by quantum chemical calculations. The experimental data on (poly)-

α

$\alpha$ -haloacetyl nitrates (in solutions) revealed no reliable relationship between the halogen nature/number and the spectral characteristics, whereas the computed values of

δ_{N}

$\delta_N$ and

O - N O_{2}

$\mathrm{O\text{-}NO_2}$ bond lengths disclose the substituent effect on the polarization of

O - N

$\mathrm{O\text{-}N}$ bond and hence on the nitrating power of acyl nitrates.

Document Type: Article

Language: English

Citation: V. P. Zelenov, D. V. Khakimov, I. A. Troyan, E. N. Khodot, I. R. Subbotina, “Electron-withdrawing effect of α-substituents in acyl nitrates on the polarization of the

O - N O_{2}

$\mathrm{O\text{-}NO_2}$ bond”, Mendeleev Commun., 28:6 (2018), 641–643

Citation in format AMSBIB

\Bibitem{ZelKhaTro18}

\by V.~P.~Zelenov, D.~V.~Khakimov, I.~A.~Troyan, E.~N.~Khodot, I.~R.~Subbotina

\paper Electron-withdrawing effect of α-substituents in acyl nitrates on the polarization of the $\mathrm{O\text{-}NO_2}$ bond

\jour Mendeleev Commun.

\yr 2018

\vol 28

\issue 6

\pages 641--643

\mathnet{http://mi.mathnet.ru/mendc1863}

\crossref{https://doi.org/10.1016/j.mencom.2018.11.026}

Linking options:

https://www.mathnet.ru/eng/mendc1863

https://www.mathnet.ru/eng/mendc/v28/i6/p641

This publication is cited in the following 3 articles:

Subrata Patra, Ivan Mosiagin, Rahul Giri, Dmitry Katayev, “Organic Nitrating Reagents”, Synthesis, 54:15 (2022), 3432
Victor P. Zelenov, Evgeny Yu. Gorshkov, Mikhail V. Zavaruev, Artem O. Dmitrienko, Ivan A. Troyan, Alla N. Pivkina, Dmitry V. Khakimov, Alexander V. Pavlikov, “Synthesis and mutual transformations of nitronium tetrakis(nitrooxy)- and tetrakis(2,2,2-trifluoroacetoxy)borates”, New J. Chem., 44:33 (2020), 13944
Victor P. Zelenov, Dmitry V. Khakimov, Ivan V. Fedyanin, Ivan A. Troyan, “Reactions of nitronium sulfates: Hunting for dinitro sulfate”, J Raman Spectroscopy, 50:11 (2019), 1753

Citing articles in Google Scholar: Russian citations, English citations
Related articles in Google Scholar: Russian articles, English articles

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