Abstract:
The rapid progress in the chemistry of carboranes and other polyhedral boron compounds makes the development of methods for the synthesis of their various functional derivatives a high priority. The formation of cyclic oxonium derivatives followed by the ring opening is one of the most efficient methods for the preparation of these compounds. This review addresses the data on the use of the nucleophilic ring opening of cyclic oxonium derivatives based on cobalt and iron bis(dicarbollides), which have been extensively studied in recent years. Reactions involving O-, N-, S-, P- and C-nucleophiles are considered as a route to the targeted synthesis of a wide range of organic boron derivatives, in particular various boron-containing biologically active compounds. Possible applications of the reaction products are discussed.
The bibliography includes 197 references.
Keywords:
cobalt and iron bis(dicarbollide)s, cyclic oxonium derivatives, nucleophilic ring-opening, boron neutron capture therapy of cancer.
Citation:
A. A. Druzina, A. V. Shmalko, I. B. Sivaev, V. I. Bregadze, “Cyclic oxonium derivatives of cobalt and iron bis(dicarbollides) and their use in organic synthesis”, Russian Chem. Reviews, 90:7 (2021), 785–830
\Bibitem{DruShmSiv21}
\by A.~A.~Druzina, A.~V.~Shmalko, I.~B.~Sivaev, V.~I.~Bregadze
\paper Cyclic oxonium derivatives of cobalt and iron bis(dicarbollides) and their use in organic synthesis
\jour Russian Chem. Reviews
\yr 2021
\vol 90
\issue 7
\pages 785--830
\mathnet{http://mi.mathnet.ru/eng/rcr4351}
\crossref{https://doi.org/10.1070/RCR5000}
\adsnasa{https://adsabs.harvard.edu/cgi-bin/bib_query?2021RuCRv..90..785D}
\isi{https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Publons&SrcAuth=Publons_CEL&DestLinkType=FullRecord&DestApp=WOS_CPL&KeyUT=000697215400001}
\elib{https://elibrary.ru/item.asp?id=46867823}
\scopus{https://www.scopus.com/record/display.url?origin=inward&eid=2-s2.0-85108730180}
Linking options:
https://www.mathnet.ru/eng/rcr4351
https://doi.org/10.1070/RCR5000
https://www.mathnet.ru/eng/rcr/v90/i7/p785
This publication is cited in the following 25 articles:
Kirill R. Pakholkov, Ekaterina V. Bogdanova, Marina Yu. Stogniy, Kyrill Yu. Suponitsky, Sergey A. Anufriev, Igor B. Sivaev, Vladimir I. Bregadze, Molecules, 30:4 (2025), 828
Marina Yu. Stogniy, Sergey A. Anufriev, Ekaterina V. Bogdanova, Nadezhda A. Gorodetskaya, Alexei A. Anisimov, Kyrill Yu. Suponitsky, Ivan D. Grishin, Igor B. Sivaev, Dalton Trans., 53:7 (2024), 3363
Katarzyna Zakret-Drozdowska, Bożena Szermer-Olearnik, Waldemar Goldeman, Michalina Gos, Dawid Drozdowski, Anna Gągor, Tomasz M. Goszczyński, Inorg. Chem. Front., 2024
E. V. Balagurova, A. P. Tyurin, I. A. Godovikov, F. M. Dolgushin, I. T. Chizhevsky, Russ Chem Bull, 73:10 (2024), 2890
D. K. Semyonov, G. K. Slushko, M. Yu. Stogniy, S. A. Anufriev, I. A. Godovikov, K. Yu. Suponitsky, V. I. Bregadze, I. B. Sivaev, Organometallics, 42:18 (2023), 2522
K. E. Erdelyi, A. A. Antonets, O. B. Zhidkova, A. A. Druzina, A. A. Nazarov, S. V. Timofeev, I. B. Sivaev, V. I. Bregadze, Russ.Chem. Bull., 72:4 (2023), 1059
D. K. Semyonov, M. Yu. Stogniy, K. Yu. Suponitsky, I. B. Sivaev, Inorganics, 11:3 (2023), 127
I. B. Sivaev, Comprehensive Inorganic Chemistry III, 2023, 740
A. A. Druzina, N. V. Dudarova, I. V. Ananyev, A. A. Antonets, D. N. Kaluzhny, A. A. Nazarov, I. B. Sivaev, V. I. Bregadze, Molecules, 28:18 (2023), 6636
A. A. Druzina, N. V. Dudarova, I. B. Sivaev, V. I. Bregadze, Russ. Chem. Bull., 72:9 (2023), 2083
J. Cebula, K. Fink, W. Goldeman, B. Szermer-Olearnik, A. Nasulewicz-Goldeman, M. Psurski, M. Cuprych, A. Kȩdziora, B. Dudek, G. Bugla-Płoskońska, M. Chaszczewska-Markowska, M. Gos, P. Migdal, T. M. Goszczyński, J. Med. Chem., 66:21 (2023), 14948
L. Pazderová, E. Z. Tüzün, D. Bavol, M. Litecká, L. Fojt, B. Grűner, Molecules, 28:19 (2023), 6971
Yu. N. Las'kova, A. A. Serdyukov, I. B. Sivaev, Russ. J. Inorg. Chem., 68:6 (2023), 621
V. Shmal'ko, P. Cendoya, S. Anufriev, K. Suponitsky, D. Gabel, I. Sivaev, Chem. Commun., 58:23 (2022), 3775–3778
Ju. Laskova, I. Kosenko, A. Serdyukov, I. Sivaev, V. I. Bregadze, Journal of Organometallic Chemistry, 959 (2022), 122186
L. G. Dezhenkova, A. A. Druzina, Yu. L. Volodina, N. V. Dudarova, N. A. Nekrasova, O. B. Zhidkova, M. A. Grin, V. I. Bregadze, Molecules, 27:14 (2022), 4658
A. A. Druzina, N. V. Dudarova, O. B. Zhidkova, I. A. Razumov, O. I. Solovieva, V. V. Kanygin, V. I. Bregadze, Mendeleev Communications, 32:3 (2022), 354