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Mendeleev Communications, 2017, Volume 27, Issue 6, Pages 580–582
DOI: https://doi.org/10.1016/j.mencom.2017.11.014
(Mi mendc2066)
 

This article is cited in 9 scientific papers (total in 9 papers)

Communications

Bond cleavage in hydroxyl derivatives initiated by electron transfer: electroreduction of 9H,9’H-bifluorene-9,9’-diol

A. S. Mendkovicha, M. A. Syroeshkina, K. R. Mitinaa, M. N. Mikhailova, V. P. Gul'tyaia, V. M. Pechennikovb

a N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
b I.M. Sechenov First Moscow State Medical University, Moscow, Russian Federation
Full-text PDF (378 kB) Citations (9)
Abstract: Cyclic voltammetry, digital simulation and quantum chemical methods were applied to study the electroreduction mechanism of vicinal hydroxyl derivatives using 9H,9’H-bifluorene- 9,9-diol as an example. Unlike the case of fluoren-9-ol, dissociation of the C9–C9’ bond rather than the C9–OH one occurs in radical anion of the substrate, similarly to that in radical cations formed upon oxidation of vicinal hydroxyl derivatives.
Document Type: Article
Language: English


Citation: A. S. Mendkovich, M. A. Syroeshkin, K. R. Mitina, M. N. Mikhailov, V. P. Gul'tyai, V. M. Pechennikov, “Bond cleavage in hydroxyl derivatives initiated by electron transfer: electroreduction of 9H,9’H-bifluorene-9,9’-diol”, Mendeleev Commun., 27:6 (2017), 580–582
Linking options:
  • https://www.mathnet.ru/eng/mendc2066
  • https://www.mathnet.ru/eng/mendc/v27/i6/p580
  • This publication is cited in the following 9 articles:
    1. V. A. Balycheva, P. G. Shangin, I. V. Krylova, A. V. Lalov, M. P. Egorov, M. A. Syroeshkin, “Electrochemically induced decomposition of benzopinacol”, Russ Chem Bull, 72:11 (2023), 2630  crossref
    2. A. S. Mendkovich, A. I. Rusakov, “Reactivity of Radical Anions and Dianions of Organic Compounds: A Review”, Russ J Electrochem, 59:12 (2023), 999  crossref
    3. A. S. Mendkovich, A. I. Rusakov, “REACTIVITY OF ANION RADICAL AND DIANION OF ORGANIC COMPOUNDS (REVIEW)”, Èlektrohimiâ, 59:12 (2023), 753  crossref
    4. Andrey S. Mendkovich, Arona Ngom, Vladimir A. Kokorekin, Mikhail N. Mikhailov, Diariatou Gningue-Sall, Viatcheslav Jouikov, “Reversible dimerization of anion radicals of carbonyl compounds and the electrosynthesis of pinacols. The case of 9-fluorenone”, Electrochimica Acta, 358 (2020), 136903  crossref
    5. Andrey S. Mendkovich, Darya V. Nasybullina, Michail N. Elinson, Ludmila V. Mikhalchenko, “Anion Radical of Carbonyl Compounds as Electrochemically Generated Base in Henry Reactions: 1,2-Acenaphthenedione”, J. Electrochem. Soc., 167:15 (2020), 155502  crossref
    6. Mikhail A. Syroeshkin, Febin Kuriakose, Evgeniya A. Saverina, Vladislava A. Timofeeva, Mikhail P. Egorov, Igor V. Alabugin, “Hochkonversion von Reduktionsmitteln”, Angewandte Chemie, 131:17 (2019), 5588  crossref
    7. Mikhail A. Syroeshkin, Febin Kuriakose, Evgeniya A. Saverina, Vladislava A. Timofeeva, Mikhail P. Egorov, Igor V. Alabugin, “Upconversion of Reductants”, Angew Chem Int Ed, 58:17 (2019), 5532  crossref
    8. A. N. Vereshchagin, E. O. Dorofeeva, M. N. Elinson, V. A. Korolev, M. P. Egorov, “Pyridinium bromide as a new mediator for electrochemical transformations involving CH-acids”, Mendeleev Commun., 29:4 (2019), 391–392  mathnet  crossref
    9. A. O. Terent'ev, O. M. Mulina, A. I. Ilovaisky, V. A. Kokorekin, G. I. Nikishin, “Ammonium iodide-mediated electrosynthesis of unsymmetrical thiosulfonates from arenesulfonohydrazides and thiols”, Mendeleev Commun., 29:1 (2019), 80–82  mathnet  crossref
    Citing articles in Google Scholar: Russian citations, English citations
    Related articles in Google Scholar: Russian articles, English articles
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