Summary
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1.
In the decomposition of benzene-, p-toluene-, p-anisole-, p-chlorobenzene-, o-(methoxycarbonyl)benzene-, and p-(ethoxycarbonyl)benzene-diazonium fluoborates in nitrobenzene,the aryl group enters only the m-position in nitrobenzene. This is confirmed by analysis of the reaction products by the method of ultraviolet spectroscopy.
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2.
These reactions prove the heterolytic character of the decomposition of aryldiazonium fluoborates.
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3.
In the decomposition of o-nitro-and of o-chloro-benzenediazonium fluoborates in nitrobenzene only 2,2′-dinitro- and 2-chloro-2′-nitro-biphenyls, respectively, were isolated. An explanation is given for the causes of the formation of o-isomers in these two cases.
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Makarov, L.G., Matveeva, M.K. & Gribchenko, E.A. Decomposition of aryldiazonium fluoborates in nitrobenzene. Russ Chem Bull 7, 1399–1406 (1958). https://doi.org/10.1007/BF00914852
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DOI: https://doi.org/10.1007/BF00914852