Abstract
A reaction of 3,6-di(tert-butyl)-4-chloro-1,2-benzoquinone with disubstituted N,N-dithiocarbamates leads to zwitterionic compounds containing 2-iminio-1,3-dithiole ring annulated to the quinone skeleton. These products reversibly add acids, giving salts of the corresponding catechols; they form complexes with copper involving oxygen atoms, as well.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
C. G. Pierpont, C. W. Lange, Prog. Inorg. Chem., 1994, 41, 331.
M. Ruf, A. M. Lawrence, B. C. Noll, C. G. Pierpont, Inorg. Chem., 1998, 37, 1992.
V. Kuropatov, S. Klementieva, G. Fukin, A. Mitin, S. Ketkov, Yu. Budnikova, V. Cherkasov, G. Abakumov, Tetrahedron, 2010, 66, 7605.
S. V. Klementieva, V. A. Kuropatov, G. K. Fukin, G. V. Romanenko, A. S. Bogomyakov, V. K. Cherkasov, G. A. Abakumov, Z. Anorg. Allg. Chem., 2011, 637, 232.
G. A. Abakumov, V. I. Nevodchikov, N. V. Zaitova, N. O. Druzhkov, L. G. Abakumova, Yu. A. Kurskii, V. K. Cherkasov, Izv. Akad. Nauk, Ser. Khim., 1997, 2206 [Russ. Chem. Bull. (Engl. Transl.), 1997, 46, 2093].
V. A. Kuropatov, V. K. Cherkasov, Yu. A. Kurskii, G. K. Fukin, L. G. Abakumova, G. A. Abakumov, Izv. Akad. Nauk, Ser. Khim., 2006, 683 [Russ. Chem. Bull., Int. Ed., 2006, 55, 708].
D. Sun, M. Krawiec, W. H. Watson, J. Chem. Cryst., 1997, 27, 515.
Yu. V. Zefirov, P. M. Zorkii, Usp. Khim., 1995, 64, 443 [Russ. Chem. Rev. (Engl. Transl.), 1995, 65].
G. K. Fukin, A. V. Cherkasov, M. P. Shurygina, N. O. Druzhkov, V. A. Kuropatov, S. A. Chesnokov, G. A. Abakumov, Struct Chem, 2010, 21, 607.
F. H. Allen, O. Kennard, D. G. Watson, L. Brammer, A. G. Orpen, R. Taylor, J. Chem. Soc., Trans. 2, 1987, 12, 1.
G. A. Abakumov, V. K. Cherkasov, A. V. Lobanov, G. A. Razuvaev, Izv. Akad. Nauk SSSR, Ser. Khim., 1984, 1610 [Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.), 1984, 33, 1478].
N. S. Belostotskaya, N. L. Komissarova, E. V. Dzhuaryan, V. V. Ershov, Izv. Akad. Nauk SSSR, Ser. Khim., 1973, 1380 [Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.), 1973, 22].
V. A. Garnov, V. I. Nevodchikov, G. A. Abakumov, V. K. Cherkasov, L. G. Abakumova, Yu. A. Kurskii, Izv. Akad. Nauk SSSR, Ser. Khim., 1985, 2793 [Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.), 1985, 34, 2589].
A. Weissberger, E. S. Proskauer, J. A. Riddick, E. E. Toops, Organic Solvents. Physical Properties and Methods of Purification, Interscience Publ., New York-London, 1955.
W. Walter, K. D. Bode, Angew. Chem., 1967, 79, 285.
V. A. Muraev, G. A. Abakumov, G. A. Razuvaev, Dokl. Akad. Nauk SSSR, 1974, 217, 1083 [Dokl. Chem. (Engl. Transl.), 1974].
G. M. Sheldrick, SHELXTL v. 6.12, Structure Determination Software Suite, Bruker AXS: Madison, Wisconsin, USA, 2000.
Author information
Authors and Affiliations
Corresponding author
Additional information
Dedicated to Academician of the Russian Academy of Sciences O. M. Nefedov on the occasion of his 80th birthday.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2248–2252, November, 2011.
Rights and permissions
About this article
Cite this article
Kuropatov, V.A., Cherkasov, V.K., Fukin, G.K. et al. Reaction of 3,6-di(tert-butyl)-4-chloro-1,2-benzoquinone with N,N-disubstituted dithiocarbamates. Russ Chem Bull 60, 2291–2295 (2011). https://doi.org/10.1007/s11172-011-0350-1
Received:
Revised:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11172-011-0350-1