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peri-Naphthylenediamines

24. Double 1,1′-binaphthalene “proton sponge”

  • Organic Chemistry
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Russian Chemical Bulletin Aims and scope

Abstract

4,5,4′,5′-Tetrakis(dimethylamino)-1,1′-binaphthalene, unknown previously, was obtained in ∼20% yield by the oxidation of 1,8-bis(dimethylamino)naphthalene with Tl(OAc)3 or Pb(OAc)4 at low temperatures. Treatment of the reaction product with excess Li and then with O2 gave, depending on the reaction temperature, perylene or 4,4′-bis(dimethylamino)-1,1′-binaphthalene in good yields, instead of expected 3,4,9,10-tetrakis(dimethyl-amino)perylene.

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For Part 23, see Ref. 1.

Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 93–98, January, 1998.

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Vistorobskii, N.V., Pozharskii, A.F. & Rudnev, M.I. peri-Naphthylenediamines. Russ Chem Bull 47, 91–96 (1998). https://doi.org/10.1007/BF02495514

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  • DOI: https://doi.org/10.1007/BF02495514

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