Abstract
It is shown that the reaction of tetranitrodibenzo-18-crown-6 with sodium alkoxides in aprotic solvents at room temperature occurs with initial cleavage of the macroheterocycle and formation of an intermediate — substituted o-dinitrobenzene — whereas the reaction in protonated solvents occurs with substitution of the nitro groups. From among other derivatives of dibenzo-18-crown-6 containing azole rings linked to the benzene ring, only the furoxan-containing crown ether is cleaved under similar conditions.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 37–40, January, 1989.
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Ivanov, é.I., Polishchuk, A.A., Avraamov, S.M. et al. Reaction of tetranitrodibenzo-18-crown-6 with sodium alkoxides. Chem Heterocycl Compd 25, 29–32 (1989). https://doi.org/10.1007/BF00472613
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DOI: https://doi.org/10.1007/BF00472613