Abstract
Lead(II) catecholate complexes were prepared by reduction of 3,6-di-tert-butyl-o-benzoquinone and its derivatives with lead metal in THF. The molecular structure of the (CatPb)4·(PbO)2·6C3H6O complex (Cat is the dianion of 3,6-di-tert-butylcatechol), which was synthesized by hydrolysis of lead 3,6-di-tert-butylcatecholate in acetone, was established by X-ray diffraction. A series of lead(II) o-semiquinone complexes, which were prepared by the addition of the phenoxyl radical to lead catecholates or by oxidation of the latter with mercury(II), copper(II), or silver(I) halides, were studied by the ESR method. Lead(II) mono-o-semiquinolate complexes undergo symmetrization to form stable bis-o-semiquinolates, which were isolated and characterized in individual state.
Similar content being viewed by others
References
J. Parr, Polyhedron, 1997, 16, 551.
G. A. Abakumov, Zh. Vsesoyuz. Khim. Obshch. im. D. I. Mendeleeva, 1979, 156 [Mendeleev Chem. J., 1979 (Engl.Transl.)].
V. I. Nevodchikov, G. A. Abakumov, V. K. Cherkasov, and G. A. Razuvaev, J. Organomet. Chem., 1981, 214, 119.
G. A. Abakumov, V. K. Cherkasov, K. G. Shalnova, I. A. Teplova, and G. A. Razuvaev, J. Organomet. Chem., 1982, 236, 333.
G. A. Abakumov, A. V. Krashilina, V. K. Cherkasov, and L. N. Zakharov, Dokl. Akad. Nauk, 2003, 391, 343 [Dokl. Chem., 2003s, 391, 185 (Engl. Transl.)].
K. A. Kozhanov, M. P. Bubnov, V. K. Cherkasov, G. K. Fukin, and G. A. Abakumov, J. Chem. Soc. Dalton Trans., 2004, 2957.
Z. K. Kasymbekova, A. I. Prokof’ev, N. N. Bubnov, S. P. Solodovnikov, and M. I. Kabachnik, Dokl. Akad. Nauk SSSR, 1982, 263, 352 [Dokl. Chem., 1982, 263 (Engl. Transl.)].
G. A. Abakumov, V. K. Cherkasov, A. V. Piskunov, and N. O. Druzhkov, Dokl. Akad. Nauk, 2004, 399, 353 [Dokl. Chem., 2004, 399, 223 (Engl. Transl.)].
G. A. Abakumov, V. I. Nevodchikov, V. K. Cherkasov, and G. A. Razuvaev, Dokl. Akad. Nauk SSSR, 1978, 242, 609 [Dokl. Chem., 1978, 242 (Engl. Transl.)].
S. V. Maslennikov, O. Y. Chekhonina, I. V. Spirina, A. V. Piskounov, and V. K. Cherkasov, Main Group Metal. Chem., 2001, 24, 865.
G. M. Barnard, M. A. Brown, H. E. Mabrouk, B. A. McGarvey, and D. G. Tuck, Inorg. Chim. Acta, 2003, 349, 142.
C. G. Pierpont and R. M. Buchanan, Coord. Chem. Rev., 1981, 38, 45.
A. V. Piskunov, S. V. Maslennikov, I. V. Spirina, and V. P. Maslennikov, Koord. Khim., 2002, 28, 861 [Russ. J. Coord. Chem., 2002, 28, 808 (Engl. Transl.)].
J. Emsley, The Elements, Clarendon press, Oxford, 1991, 251 pp.
G. A. Abakumov, V. A. Muraev, and G. A. Razuvaev, Dokl. Akad. Nauk SSSR, 1974, 217, 1083 [Dokl. Chem., 1974, 217 (Engl. Transl.)].
E. S. Klimov, G. A. Abakumov, E. N. Gladyshev, P. Ya. Bayushkin, V. A. Muravev, and G. A. Razuvaev, Dokl. Akad. Nauk SSSR, 1974, 218, 844 [Dokl. Chem., 1974, 218 (Engl. Transl.)].
N. V. Berezina, V. K. Cherkasov, and V. P. Maslennikov, Zh. Obshch. Khim., 1996, 66, 1488 [Russ. J. Gen Chem., 1996, 66, 1451 (Engl. Transl.)].
S. V. Maslennikov, E. N. Kirillov, N. V. Berezina, I. V. Spirina, and A. V. Kondin, Zh. Obshch. Khim., 1997, 67, 714 [Russ. J. Gen Chem., 1997, 67, 667 (Engl. Transl.)].
A. V. Piskunov, S. V. Maslennikov, V. K. Cherkasov, I. V. Spirina, and V. P. Maslennikov, Zh. Obshch. Khim., 2002, 72, 997 [Russ. J. Gen Chem., 2002, 72, 933 (Engl. Transl.)].
N. V. Berezina, V. K. Cherkasov, A. V. Kondin, and V. P. Maslennikov, Zh. Obshch. Khim., 1996, 66, 40 [Russ. J. Gen. Chem., 1996, 66, 35 (Engl. Transl.)].
J. H. Sharp and M. C. R. Symons, in Ions and Ion Pairs in Organic Reactions, Wiley-interscience, New York, 1972, Vol. 1, p. 178.
A. Carrington and A. D. McLachlan, Introduction to Magnetic Resonance, with Applications to Chemistry and Chemical Physics, Harper and Row, New York and London, 1967, 266 pp.
M. R. St J. Foreman, M. J. Plater, and J. M. S. Skakle, J. Chem. Soc. Dalton Trans., 2001, 1897.
C. Janiak, J. Chem. Soc. Dalton Trans., 2003, 2781.
W. Frank and F.-G. Wittmer, Chem. Ber., 1997, 130, 1731.
B. Tumanskii, P. Pine, Y. Apeloig, N. J. Hill, and R. West, J. Am. Chem. Soc., 2004, 126, 7786.
I. L. Fedushkin, N. M. Khvoinova, A. Yu. Baurin, G. K. Fukin, V. K. Cherkasov, and M. P. Bubnov, Inorg. Chem., 2004, 43, 7807.
G. A. Abakumov, V. K. Cherkasov, A. V. Piskunov, I. A. Aivaz’yan, and N. O. Druzhkov, Dokl. Akad. Nauk, 2005, 404, 496 [Dokl. Chem., 2005, 404, 189 (Engl. Transl.)].
B. Tumanskii, P. Pine, Y. Apeloig, N. J. Hill, and R. West, J. Am. Chem. Soc., 2005, 127, 8248.
A. V. Piskunov, I. A. Aivaz’yan, V. K. Cherkasov, and G. A. Abakumov, J. Organomet. Chem., 2006, 691, 1531.
P. Lihung, B. Twamley, and P. P. Power, Organometallics, 2000, 19, 2874.
S. S. Al-Juaid, A. G. Avent, C. Eaborn, M. S. Hill, P. B. Hitchcock, D. J. Patel, and J. D. Smith, Organometallics, 2001, 20, 1223.
A. J. Gordon and R. A. Ford, The Chemist’s Companion, Wiley Interscience Publication, New York, 1972, 537 pp.
V. A. Garnov, V. I. Nevodchikov, L. G. Abakumova, G. A. Abakumov, and V. K. Cherkasov, Izv. Akad. Nauk SSSR, Ser. Khim., 1987, 1863 [Bull. Acad. Sci. USSR. Div. Chem. Sci., 1987, 36, 1728 (Engl. Transl.)].
V. B. Vol’eva, I. A. Novikova, E. V. Ivanova, and V. V. Ershov, Izv. Akad. Nauk SSSR, Ser. Khim., 1986, 215 [Bull. Acad. Sci. USSR. Div. Chem. Sci., 1986, 35 (Engl. Transl.)].
V. A. Garnov, V. I. Nevodchikov, G. A. Abakumov, V. K. Cherkasov, L. G. Abakumova, and Yu. A. Kurskii, Izv. Akad. Nauk SSSR, Ser. Khim., 1985, 2793 [Bull. Acad. Sci. USSR. Div. Chem. Sci., 1985, 34 (Engl. Transl.)].
G. A. Abakumov, V. K. Cherkasov, V. I. Nevodchikov, N. O. Druzhkov, G. K. Fukin, Y. A. Kursky, and A. V. Piskunov, Tetrahedron Lett., 2005, 46, 4095.
G. M. Sheldrick, SHELXTL v. 6.12, Structure Determination Software Suite, Bruker AXS, Madison, Wisconsin, USA, 2000.
G. M. Sheldrick, SADABS v. 2.01, Bruker/Siemens Area Detector Absorption Correction Program, Bruker AXS, Madison, Wisconsin, USA, 1998.
Author information
Authors and Affiliations
Additional information
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1103–1111, July, 2006.
Rights and permissions
About this article
Cite this article
Abakumov, G.A., Cherkasov, V.K., Piskunov, A.V. et al. New lead(II) catecholate and o-semiquinone complexes. Russ Chem Bull 55, 1146–1154 (2006). https://doi.org/10.1007/s11172-006-0391-z
Received:
Revised:
Issue Date:
DOI: https://doi.org/10.1007/s11172-006-0391-z