Abstract
The studies published over the last 15 years on the synthesis, physicochemical properties, and application prospects of saturated and unsaturated three- and four-membered boron-containing carbocycles with one boron atom — boriranes, borirenes, boretanes, and 1,2-dihydroboretanes — are summarized and systematized. Original methods for the synthesis of boriran(en)es based on photochemical isomerization of organoboranes, double hydroboration of acetylenes with imidazol-2-ylideneboranes, and [2+1]-cycloaddition of borylenes (:B–R) to unsaturated compounds are considered. A new method for the synthesis of substituted boriranes by Cp2TiCl2-catalyzed cycloboration of olefins with boron halides in the presence of metallic Mg is presented. The not numerous data on the synthesis of four-membered boracyclanes (boretanes and 1,2-dihydroboretes) based on thermal isomerization of cyclopropylboranes, [2+2]-cycloaddition of methyleneboranes to nitriles, 1,1-diethoxyethylene, or alkynes, as well as transmetallation of 1,8-dilithium naphthalene and titanacyclobutenes with boron halides, are summarized.
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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 1851–1892, October, 2021.
The review was prepared with the financial support of the Russian Foundation for Basic Research (Project No. 19-13-50390 “Ekspansiya”) and the Ministry of Science and Higher Education of Russian Federation (Federal program No. AAAAA19-119022290008-6 (2019–2021)).
This paper does not contain descriptions of studies on animals or humans.
The authors declare no competing interests.
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Dzhemilev, U.M., Khusainova, L.I., Ryazanov, K.S. et al. Boron-containing small rings: synthesis, properties, and application prospects. Russ Chem Bull 70, 1851–1892 (2021). https://doi.org/10.1007/s11172-021-3292-2
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DOI: https://doi.org/10.1007/s11172-021-3292-2