Abstract
5-(3,5-Di-tert-butyl-4-hydroxyphenyl)-1,2,3,5-tetrahydrophenazine was synthesized by the reaction of 2,6-di-tert-butyl-1,4-benzoquinone-4-(o-aminophenyl)imine with cyclohexanone. The structure of the reaction product was established by X-ray diffraction.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
I. V. Shcherbakova, L. Yu. Ukhin, V. N. Komissarov, E. V. Kuznetsov, A. V. Polyakov, A. I. Yanovskii, Yu. T. Struchkov, Khim. Geterotsikl. Soedin., 1987, 1032 [Chem. Heterocycl. Compd. (Engl. Transl.), 1987, 824].
I. V. Shcherbakova, E. V. Kuznetsov, L. Yu. Ukhin, M. D. Gheorghiu, A. Meghea, J. Herdan, A. T. Balaban, Rev. Roum. Chim., 1987, 32, 417.
V. N. Komissarov, L. Yu. Ukhin, L. V. Vetoshkina, A. M. Dupin, A. N. Erin, Zh. Org. Khim., 1995, 31, 758 [Russ. J. Org. Chem. (Engl. Transl.), 1995, 31].
L. Yu. Ukhin, Zh. I. Orlova, S. V. Lindeman, V. N. Khrustalev, Yu. T. Struchkov, A. I. Prokofév, Izv. Akad. Nauk, Ser. Khim., 1994, 1095 [Russ. Chem. Bull. (Engl. Transl.), 1994, 43, 1034].
V. N. Komissarov, Khim. Geterotsikl. Soedin., 1990, 483 [Chem. Heterocycl. Compd. (Engl. Transl.), 1990, 414].
F. H. Allen, O. Kennard, D. G. Watson, L. Brammer, A. G. Orpen, R. Taylor, J. Chem. Soc., Perkin Trans. 2, 1987, S1.
M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, J. A. Montgomery, Jr. T. Vreven, K. N. Kudin, J. C. Burant, J. M. Millam, S. S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J. E. Knox, H. P. Hratchian, J. B. Cross, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, P. Y. Ayala, K. Morokuma, G. A. Voth, P. Salvador, J. J. Dannenberg, V. G. Zakrzewski, S. Dapprich, A. D. Daniels, M. C. Strain, O. Farkas, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. V. Ortiz, Q. Cui, A. G. Baboul, S. Clifford, J. Cioslowski, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. W. Wong, C. Gonzalez, J. A. Pople, Gaussian 03, Revision B.03, Pittsburgh PA, Gaussian Inc., 2003.
J. B. Foresman, E. Frisch, Exploring Chemistry with Electronic Structure Methods (2nd ed.), Gaussian Inc., Pittsburg, 1996.
SMART and SAINT, Release 5.0, Area Detector Control and Integration Software, Bruker AXS, Analytical X-Ray Instruments, Madison, Wisconsin, USA, 1998.
G. M. Sheldrick, SADABS, Program for Exploiting the Redundancy of Area-detector X-Ray Data, Göttingen University, Göttingen (Germany), 1999.
G. M. Sheldrick, SHELXTL, Program for Solution and Refinement of Crystal Structure, Version 5.10, Bruker AXS Inc., Madison, Wisconsin, USA, 1998.
Author information
Authors and Affiliations
Corresponding author
Additional information
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 5, pp. 919–922, May, 2009.
Rights and permissions
About this article
Cite this article
Ukhin, L.Y., Suponitskii, K.Y., Belousova, L.V. et al. Synthesis and crystal structure of 5-(3,5-di-tert-butyl-4-hydroxyphenyl)-1,2,3,5-tetrahydrophenazine. Russ Chem Bull 58, 940–943 (2009). https://doi.org/10.1007/s11172-009-0119-y
Received:
Revised:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11172-009-0119-y