Home / Publications / Carbenes, related intermediates, and small-sized cycles: contribution from Professor Nefedov’s laboratory

Carbenes, related intermediates, and small-sized cycles: contribution from Professor Nefedov’s laboratory

, 
Leonid Gennad'evich Menchikov 1
Leonid Gennad'evich Menchikov
, 
Evgenii Abramovich Shapiro 2
Evgenii Abramovich Shapiro
, 
Valentin Dmitrievich Gvozdev 1
Valentin Dmitrievich Gvozdev
, 
Konstantin Nikolaevich Shavrin 1
Konstantin Nikolaevich Shavrin
, 
Nikolai Vasilevich Volchkov 1
Nikolai Vasilevich Volchkov
, 
Maria Borisovna Lipkind 1
Maria Borisovna Lipkind
, 
Mikhail Petrovich Egorov 1
Mikhail Petrovich Egorov
, 
Sergei Evgen'evich Boganov 1
Sergei Evgen'evich Boganov
, 
Valery Nikolaevich Khabashesku 3
Valery Nikolaevich Khabashesku
, 
Esfir Grigor'evna Baskir 1
Esfir Grigor'evna Baskir
10.1016/j.mencom.2021.11.002
Published 2021-11-08
Focus article , Volume 31, Issue 6, 750-768
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Tomilov Y. V. et al. Carbenes, related intermediates, and small-sized cycles: contribution from Professor Nefedov’s laboratory // Mendeleev Communications. 2021. Vol. 31. No. 6. pp. 750-768.
GOST all authors (up to 50) Copy
Tomilov Y. V., Menchikov L. G., Shapiro E. A., Gvozdev V. D., Shavrin K. N., Volchkov N. V., Lipkind M. B., Egorov M. P., Boganov S. E., Khabashesku V. N., Baskir E. G. Carbenes, related intermediates, and small-sized cycles: contribution from Professor Nefedov’s laboratory // Mendeleev Communications. 2021. Vol. 31. No. 6. pp. 750-768.
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TY - JOUR
DO - 10.1016/j.mencom.2021.11.002
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.11.002
TI - Carbenes, related intermediates, and small-sized cycles: contribution from Professor Nefedov’s laboratory
T2 - Mendeleev Communications
AU - Tomilov, Yury Vasil'evich
AU - Menchikov, Leonid Gennad'evich
AU - Shapiro, Evgenii Abramovich
AU - Gvozdev, Valentin Dmitrievich
AU - Shavrin, Konstantin Nikolaevich
AU - Volchkov, Nikolai Vasilevich
AU - Lipkind, Maria Borisovna
AU - Egorov, Mikhail Petrovich
AU - Boganov, Sergei Evgen'evich
AU - Khabashesku, Valery Nikolaevich
AU - Baskir, Esfir Grigor'evna
PY - 2021
DA - 2021/11/08
PB - Mendeleev Communications
SP - 750-768
IS - 6
VL - 31
ER -
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@article{2021_Tomilov,
author = {Yury Vasil'evich Tomilov and Leonid Gennad'evich Menchikov and Evgenii Abramovich Shapiro and Valentin Dmitrievich Gvozdev and Konstantin Nikolaevich Shavrin and Nikolai Vasilevich Volchkov and Maria Borisovna Lipkind and Mikhail Petrovich Egorov and Sergei Evgen'evich Boganov and Valery Nikolaevich Khabashesku and Esfir Grigor'evna Baskir},
title = {Carbenes, related intermediates, and small-sized cycles: contribution from Professor Nefedov’s laboratory},
journal = {Mendeleev Communications},
year = {2021},
volume = {31},
publisher = {Mendeleev Communications},
month = {Nov},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.11.002},
number = {6},
pages = {750--768},
doi = {10.1016/j.mencom.2021.11.002}
}
MLA
Cite this
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Tomilov, Yury Vasil'evich, et al. “Carbenes, related intermediates, and small-sized cycles: contribution from Professor Nefedov’s laboratory.” Mendeleev Communications, vol. 31, no. 6, Nov. 2021, pp. 750-768. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.11.002.
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Keywords

carbene analogs
carbenes
cyclopropanation
Cyclopropanes
cyclopropenes
diazo compounds
double bonded silicon and germanium
fluoroaromatics
radicals

Abstract

The review summarizes some of the most prominent results obtained in the laboratory headed by Academician Oleg M. Nefedov at the N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences in the field of chemistry of carbenes, their heavy analogs, and related intermediates, as well as small-sized cycles. Those include elaboration of safe methodology of cyclopropanation using diazomethane, development and extension of synthetic applications of diazoesters and other diazo compounds in the preparation of valuable chemical products, design of functionalized alkynylcyclopropanes on the basis of alkynylcarbene reactions, creation of versatile synthetic approaches to preparation of various practically useful fluoroorganic compounds on the basis of reactions of fluorocarbenes, development of synthetic applications of heavy carbene analogs and synthesis of small-sized heterocycles containing silicon and germanium atoms, analysis of mechanisms of some important reactions of carbenes, their analogs and related intermediates on the basis of physicochemical studies, direct spectroscopic studies of various labile intermediates of chemical reactions.

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Spectroscopic study of carbenes in low-temperature matrices
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A Highly Delocalized Triplet Carbene, 5-Methylhexa-1,2,4-triene-1,3-diyl: Matrix IR Identification, Structure, and Reactions
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The electronic structure of 5-methylhexa-1,2,4-triene-1,3-diyl, the first representative of highly delocalized triplet ethynylvinylcarbenes, from ESR spectroscopy data and quantum chemical calculations
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Molecular structure of silicon dichloride and silicon dibromide from electron diffraction combined with mass spectrometry
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Complexes of dichlorosilylene with allyl chloride and allyl bromide: matrix IR spectroscopy and quantum chemical studies
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Dichlorosilylene–hydrogen chloride complex: direct IR spectroscopic detection in argon matrix
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Nonclassical complex of dichlorosilylene with CO: direct spectroscopic detection
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Solid state chemistry. Discrete trimethysilylmethylene
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Ar-matrix stabilization and ir spectra of 1,1-dimethyl-1-silaethylene and its deuteromethyl derivative
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Journal of Organometallic Chemistry, 1980
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Direct spectroscopic study of silaolefins. Vibrational frequencies of R2SiCD2 (R = CH3, CD3) in an argon matrix
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Journal of Organometallic Chemistry, 1984
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Russian Chemical Bulletin, 1986
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Mass spectrometric evidences for the formation of unstable 1,1,3,3-tetramethyl-1,3-cyclodisiloxane in the gas phase
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Journal of Organometallic Chemistry, 1988
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Matrix IR spectra of new organic silanones, (MeO)2Si=O and Ph2Si=O
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Russian Chemical Bulletin, 1988
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Unstable methoxycyclosiloxanes [(CH3O)SiO]n (n = 2, 3): Thermal generation and direct mass spectral studies
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Journal of Organometallic Chemistry, 1990
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Matrix isolation infrared and density functional theoretical studies of organic silanones, (CH3O)2SiO and (C6H5)2SiO
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Journal of Organometallic Chemistry, 1998
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Vacuum Pyrolysis−Matrix Isolation FTIR and Density Functional Theoretical Studies of Transient Dimethylgermanone, (CH3)2GeO
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Organometallics, 1998
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Direct study of unstable dimethylgermathione, Me2GeS, by vacuum pyrolysis-MS and low temperature matrix IR spectroscopy
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Journal of Organometallic Chemistry, 1991
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Transient 1,1-Dimethyl-1-germene, (CH3)2GeCH2. Gas-Phase Pyrolytic Generation and EIMS, Matrix Isolation FTIR, and Theoretical Studies
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Journal of the American Chemical Society, 1998
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Generation of dimethylgermathione and dimethylsilathione and their detection in the gas phase by photo-electron spectroscopy
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Matrix isolation of silacyclopentadienes: UV-visible and IR spectra and photochemical interconversion
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Interconversions of the silylene-to-silene and germylene-to-germene types: direct spectroscopic studies and calculations
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Molecular structure of allyl radical from electron diffraction
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Journal of the American Chemical Society, 1986
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Vacuum pyrolysis of perfluorohexadiene-1,5: Matrix IR spectrum of the free perfluoroallyl radical
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Generation and IR spectroscopic study of benzyl radical
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Russian Chemical Bulletin, 1993
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The Benzylperoxyl Radical as a Source of Hydroxyl and Phenyl Radicals
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Mass spectrometric and IR spectroscopic study of the perfluorobenzyl radical
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Spectroscopy and structure of free radicals stabilized in cryogenic matrices
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Diazoefiry (Diazo Esters), 1992
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Methods for the synthesis of functionalized alkynylcyclopropanes
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