Abstract
The synthesis of new tetrasubstituted pyridyl-containing cyclopentadienone, namely, 3,4-bis(4-(phenylethynyl)phenyl)-2,5-di(pyridin-2-yl)cyclopenta-2,4-dien-1-one is reported for the first time as a monomer for dendrimer synthesis. The synthesis by Diels—Alder approach allowed to prepare 2nd generation dendrimer with phenylethynyl peripherial fragments. A presence of triple bonds in the structure of dendrimers determines the possibility of their subsequent modification, in particular, by coordinating with metal compounds to obtain catalytically active nanocomposites.
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References
H. Bonnemann, W. Brijoux, R. Brinkmann, E. Dinjus, R. Fretzen, T. Jouben, B. Korall, J. Molec. Catal., 1992, 74, 323.
T. Reetz, W. Helbig, J. Am. Chem. Soc., 1994, 116, 7401.
N. Toshima, T. Yonezawa, New J. Chem., 1998, 22, 1179.
P. Lu, T. Teranishi, K. Asakura, M. Miyake, N. Toshima, J. Phys. Chem. B, 1999, 103, 9673.
H. Zhang, N. Toshima, J. Colloid. Interface Sci., 2013, 394, 166.
Z. B. Shifrina, M. S. Rajadurai, N. V. Firsova L. M. Bronstein, X. Huang, A. L. Rusanov, K. Muellen, Macromolecules, 2005, 38, 9920.
L. M. Bronstein, Z. B. Shifrina, Chem. Rev., 2011, 111, 5301.
N. V. Kuchkina, D. G. Morgan, B. D. Stein, L. N. Puntus, A. M. Sergeev, A. S. Peregudov, L. M. Bronstein, Z. B. Shifrina, Nanoscale, 2012, 4, 2378.
N. V. Kuchkina, E. Y. Yuzik-Klimova, S. A. Sorokina, A. S. Peregudov, D. Yu. Antonov, S. H. Gage, B. S. Boris, L. Z. Nikoshvili, E. M. Sulman, D. G. Morgan, W. E. Mahmoud, A. A. Al-Ghamdi, L. M. Bronstein, Z. B. Shifrina, Macromolecules, 2013, 46, 5890.
E. Y. Yuzik-Klimova, N. V. Kuchkina, S. A. Sorokina, D. G. Morgan, B. Boris, L. Zh. Nikoshvili, N. A. Lyubimova, V. G. Matveeva, E. M. Sulman, B. D. Stein, W. E. Mahmoud, A. A. Al-Ghamdi, A. Kostopoulou, A. Lappas, Z. B. Shifrina, L. M. Bronstein, RSC Advances, 2014, 4, 23271.
N. V. Kuchkina, D. Morgan, A. Kostopoulou, A. Lappas, K. Brintakis, B. S. Boris, E. Yu. Yuzik-Klimova, B. D. Stein, D. I. Svergun, A. Spilotros, M. G. Sulman, L. Zh. Nikoshvili, E. M. Sulman, Z. B. Shifrina, L. M. Bronstein, Chem. Mater., 2014, 26, 5654.
T. H. Rehm, A. Bogdan, C. Hofmann, P. Lob, Z. B. Shifrina, D. G. Morgan, L. M. Bronstein, ACS Appl. Mater. & Interfaces, 2015, 7, 27254.
T. H. Rehm, C. Hofmann, P. Lob, Z. B. Shifrina, D. G. Morgan, L. M. Bronstein, Chemie-Ingenieur-Technik, 2016, 88, 1338.
N. V. Kuchkina, M. S. Zinatullina, E. S. Serkova, P. S. Vlasov, A. S. Peregudov, Z. B. Shifrina, RSC Advances, 2015, 5, 99510.
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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 0091–0096, January, 2020.
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Torozova, A.S., Korolkova, A.A., Krasnova, I.Y. et al. New pyridylphenylene cyclopentadienon as a building block for dendrimer synthesis. Russ Chem Bull 69, 91–96 (2020). https://doi.org/10.1007/s11172-020-2727-5
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DOI: https://doi.org/10.1007/s11172-020-2727-5