Abstract
A procedure has been developed for the synthesis of cyclometalated azobenzene palladium(II) complexes [Pd(O^O)Azb], where Azb– is deprotonated azobenzene and (O^O)– is deprotonated β-diketone (acetylacetone, thenoyltrifluoroacetone, benzoylacetone, or dibenzoylmethane). Electronic absorption spectra and electrochemical behavior of the synthesized complexes have been studied. It has been found that the lowest unoccupied molecular orbital of the complexes is contributed most by the π* orbital of azobenzene, and the highest occupied molecular orbital, by the palladium d orbital.
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Willner, I., Rubin, S., and Riklin, A., J. Am. Chem. Soc., 1991, vol. 113, no. 9, p. 3321. doi 10.1021/ja00009a016
Beharry, A.A. and Woolley, G.A., Chem. Soc. Rev., 2011, vol. 40, no. 8, p. 4422. doi 10.1039/c1cs15023e
Srivastava, K., Chakraborty, T., Singh, H.B., and Butcher, R.J., Dalton Trans., 2011, vol. 40, p. 4489. doi 10.1039/c0dt01319f
Merino, E. and Ribagorda, M., Beilstein J. Org. Chem., 2012, vol. 8, p. 1071. doi 10.3762/bjoc.8.119
Kamiya, Y. and Asanuma, H., Acc. Chem. Res., 2014, vol. 47, no. 6, p. 1663. doi 10.1021/ar400308f
Aiello, I., Ghedini, M., and La Deda, M., J. Lumin., 2002, vol. 96, p. 249. doi 10.1016/S0022-2313(01) 00229-0
Ghedini, M., Pugliese, T., La Deda, M., Godbert, N., Aiello, I., Amati, M., Belviso, S., Lelj, F., Accorsi, G., and Barigelletti, F., Dalton Trans., 2008, vol. 32, p. 4303. doi 10.1039/b804478c
Shokova, E.A., Kim, J.K., and Kovalev, V.V., Russ. J. Org. Chem., 2015, vol. 51, no. 6, p. 755. doi 10.1134/S1070428015060019
Minghetti, G., Doppiu, A., Zucca, A., Stoccoro, S., Cinellu, M.A., Manassero, M., and Sansoni, M., Chem. Heterocycl. Compd., 1999, vol. 35, no. 8, p. 992. doi 10.1007/BF02252169
Nikolaeva, M.V. and Puzyk, M.V., Opt. Spectrosc., 2013, vol. 115, no. 6, p. 839. doi 10.1134/S0030400X1312014X
Balashev, K.P., Khanukaeva, O.P., Antonov, N.V., Ivanov, Yu.A., and Songstad, J., Russ. J. Gen. Chem., 1998, vol. 68, no. 10, p. 1668.
Ivanova, E.V., Puzyk, M.V., and Balashev, K.P., Russ. J. Gen. Chem., 2008, vol. 78, no. 6, p. 1236. doi 10.1134/S1070363208060236
Crociani, B., Boschi, T., Pietropaolo, R., and Belluco, U., J. Chem. Soc. A, 1970, p. 531. doi 10.1039/J19700000531
Hiraki, K., Fuchita, Y., Nakaya, H., and Takakura, S., Bull. Chem. Soc. Jpn., 1979, vol. 52, no. 9, p. 2531. doi 10.1246/bcsj.52.2531
Ghedini, M. and Pucci, D., J. Organomet. Chem., 1990, vol. 395, no. 1, p. 105. doi 10.1016/0022-328X(90) 85265-Z
Steel, P.J. and Caygill, G.B., J. Organomet. Chem., 1987, vol. 327, no. 1, p. 101. doi 10.1016/0022-328X (87)80231-0
Caygill, G.B. and Steel, P.J., J. Organomet. Chem., 1987, vol. 327, no. 1, p. 115. doi 10.1016/0022-328X (87)80232-2
Kazitsyna, L.A. and Kupletskaya, N.B., Primenenie UF-, IK- i YaMR-spektroskopii v organicheskoi khimii (Application of UV,IR, and NMR Spectroscopy in Organic Chemistry), Moscow Khimiya, 1971.
Nakamoto, K., Infrared and Raman Spectra of Inorganic and Coordination Compounds, New York: Wiley, 1986, 4th ed.
Volovenko, Yu.M., Kartsev, V.G., Komarov, I.V., Turov, A.V., and Khilya, V.P., Spektroskopiya yadernogo magnitnogo rezonansa dlya khimikov (Nuclear Magnetic Resonance Spectroscopy for Chemists), Moscow MBFNP (ICSPF), 2011.
de Armond, M.K., Hanck, K.W., and Wertz, D.W., Coord. Chem. Rev., 1985, vol. 64, p. 65. doi 10.1016/0010-8545(85)80042-4
Koopmans, T., Physica, 1934, vol. 1, nos. 1–6, p. 104. doi 10.1016/S0031-8914(34)90011-2
Cope, A.C. and Siekman, R.W., J. Am. Chem. Soc., 1965, vol. 87, no. 14, p. 3272. doi 10.1021/ja01092a063
Takahashi, H. and Tsuji, J., J. Organomet. Chem., 1967, vol. 10, p. 511. doi 10.1016/S0022-328X(00)83177-0
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Original Russian Text © M.V. Nikolaeva, E.K. Bogdanova, M.V. Puzyk, 2017, published in Zhurnal Obshchei Khimii, 2017, Vol. 87, No. 3, pp. 481–484.
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Nikolaeva, M.V., Bogdanova, E.K. & Puzyk, M.V. Azobenzene palladium(II) complexes with β-diketones. Russ J Gen Chem 87, 485–488 (2017). https://doi.org/10.1134/S1070363217030185
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DOI: https://doi.org/10.1134/S1070363217030185