Polyfunctional aromatic imines with a zwitterionic character involving sulfonic acid and N,N-dimethylamino functionalities are synthesized by oxidative condensation of 5-aminonaphthalene-2-sulfonic acid (Cleve's β-acid) and N,N-dimethyl-p-phenylenediamine.
References
1.
McConnellH., J. Chem. Phys., 1963, 39, 1910.
2.
(a) TamuraM., NakazawaY., ShiomiD., NozawaK., HosokoshiY., IshikawaM., TakahashiM., and KinoshitaM., Chem. Phys. Lett., 1991, 186, 5, 401; (b) A. Rassat and R. Chiarelli, Magn. Mol. Mater., 1991, 191; (c) Y. Hosokoshi, M. Tamura, M. Kinoshita, H. Sawa, R. Kato and Y. Fujiwara, J. Mater. Chem., 1994, 4, 1219; (d) K. Inoue and H. Iwamura, Mol. Cryst. Liq. Cryst., 1993, 232, 89; (e) K. Awaga, T. Inabe, Y. Maruyama, T. Nakamura and M. Matsumoto, Chem. Phys. Lett., 1992, 195, 21; (f) K. Awaga, A. Yamaguchi, T. Okuno, T. Inabe, T. Nakamura, M. Matsumoto and Y. Maruyama, J. Mater. Chem., 1994, 4, 1377; (g) T. Sugano, M. Tamura, M. Kinoshita, Y. Sakai and Y. Ohashi, Chem. Phys. Lett., 1992, 200, 235.
3.
(a) SugawaraT., BandowS., KimuraK., IwamuraH., and ItohK., J. Am. Chem. Soc., 1986, 108, 368; (b) S. K. Silverman and D. A. Dougherty, J. Phys. Chem., 1993, 97, 13273.
4.
(a) GalajS., Le MéhautéA., TsobnangF., CottevieilleD., LéausticA., ClémentR., CaganV., GuyotM., FayetJ. C., VilleretB., NoirezL., and PérichaudA., J. Magn. Magn. Mater., 1995, 140–144, 1445; (b) A. Le Méhauté, F. Tsobnang, M. R. Soriano, S. Galaj, D. Cottevieille, A. Léaustic, R. Clément, V. Cagan, M. Guyot, E. Geniés, J. C. Fayet and B. Villeret, J. Chim. Phys., 1995, 92, 971.
5.
WeiY., JangC., and DingT., Tetrahedron Lett., 1996, 37, 731.
