Abstract
Acid dissociation constants in acetonitrile were determined for cationic forms of sterically strained tetraethyltetramethylporphyrin derivatives. These compounds are more basic than their unstrained analog because of deformations of the porphyrin macroring, that increase the electron density on tertiary nitrogen atoms of the reaction center and make them more accessible for reaction.
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REFERENCES
Porfiriny: struktura, svoistva, sintez (Porphyrins: Structure, Properties, Synthesis), Enikolopyan, N.S., Ed., Moscow: Nauka, 1987.
Collman, J.P., Acc. Chem. Res. 1977, vol. 10, no. 1, p. 265.
Golubchikov, O.A., Pukhovskaya, S.G., and Vakhonin, A.V., Koord. Khim. 1993, vol. 19, no. 3, p. 240.
Golubchikov, O.A., Lomova, T.N., Kuvshinova, E.M., Korovina, S.G., Klyueva, M.E., Zhilina, Z.I., and Berezin, B.D., Zh. Fiz. Khim. 1989, vol. 63, no. 2, p. 346.
Pukhovskaya, S.G., Guseva, L.Zh., Mamardashvili, N.Zh., Kuvshinova, E.M., Semeikin, A.S., and Golubchikov, O.A., Koord. Khim. 1998, vol. 24, no. 11, p. 857.
Gurinovich, G.P., Sevchenko, A.N., and Solov'ev, K.N., Spektroskopiya khlorofilla i rodstvennykh soedinenii (Spectroscopy of Chlorophyll and Related Compounds), Minsk: Nauka i Tekhnika, 1968.
Malkova, O.V., Andrianov, V.G., and Berezin, B.D., Zh. Org. Khim. 1990, vol. 26, no. 11, p. 2440.
Ushakova, L.V., Cand. Sci. (Chem.) Dissertation Ivanovo, 1989.
Sheinin, V.B., Andrianov, V.G., and Berezin, B.D., Zh. Org. Khim. 1984, vol. 20, no. 10, p. 2224.
Golubchikov, O.A., Pukhovskaya, S.G., and Pukhovskii, Yu.P., Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol. 1998, vol. 41, no. 5, p. 113.
Korovina, S.G., Sheinin, V.B., and Golubchikov, O.A., Abstracts of Papers, III Vsesoyuznaya konferentsiay po khimii i biokhimii makrotsiklicheskikh soedinenii (III All-Union Conf. on Chemistry and Biochemistry of Macrocyclic Compounds), Ivanovo, 1988, p. 170.
Semeikin, A.S., Doctoral (Chem.) Dissertation Ivanovo, 1995.
Mamardashvili, N.Zh., Semeikin, A.S., and Golubchikov, O.A., Zh. Org. Khim. 1993, vol. 29, no. 12, p. 2445.
Mamardashvili, N.Zh., Semeikin, A.S., and Golubchikov, O.A., Zh. Org. Khim. 1993, vol. 29, no. 3, p. 391.
Golubchikov, O.A., Korovina, S.G., Kuvshinova, E.M., Semeikin, A.S., Shul'ga, A.M., and Perfil'ev, V.A., Zh. Org. Khim. 1988, vol. 24, no. 11, p. 2378.
Hofmanova, A. and Angelis, K., Chem. Listy 1978, vol. 72, p. 306.
Malkova, O.V., Andrianov, V.G., and Berezin, B.D., Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol. 1986, vol. 29, no. 11, p. 37.
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Pukhovskaya, S.G., Guseva, L.Z., Malkova, O.V. et al. Acid-Base Properties of Sterically Strained Tetraethyltetramethylporphyrin Derivatives. Russian Journal of General Chemistry 73, 473–477 (2003). https://doi.org/10.1023/A:1024930608567
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DOI: https://doi.org/10.1023/A:1024930608567