Abstract
2-Aminoprop-1-ene-1,1,3-tricarbonitrile (malononitrile dimer) reacted with 1-arylpropane-1,2-diones in ethanol in the presence of piperidine to give new donor–acceptor chromophores, 2-[4-aryl-3-cyano-5-hydroxy-5-methyl-1H-pyrrole-2(5H)-ylidene]malononitriles.
Article PDF
Similar content being viewed by others
Avoid common mistakes on your manuscript.
References
Malytskyi, V., Simon, J.-J., Patrone, L., and Raimundo, J.-M., RSC Adv., 2015, vol. 5, p. 354.
Duan, C., Hu, X., Chen, K.-S., Yip, H.-L., Li, W., Huang, F., Jen, A.K.-Y., and Cao, Y., Sol. Energy Mater. Sol. Cells., 2012, vol. 97, p. 50.
Michinobu, T., Chem. Soc. Rev., 2011, vol. 40, p. 2306.
Chiu, M., Jaun, B., Beels, M.T.R., Biaggio, I., Gisselbrecht, J.-P., Boudon, C., Schweizer, W.B., Kivala, M., and Diederich, F., Org. Lett., 2012, vol. 14, p. 54.
Jeux, V., Segut, O., Demeter, D., Alévêque, O., Leriche, P., and Roncali, J., ChemPlusChem, 2015, vol. 80, p. 697.
Liu, J., Gao, W., Kityk, I.V., Liu, X., and Zhen, Z., Dyes Pigm., 2015, vol. 122, p. 74.
Bureš, F., RSC Adv., 2014, vol. 4, p. 58 826.
Michinobu, T., Chem. Soc. Rev., 2011, vol. 40, p. 2306.
Yang, Y., Xiao, H., Wang, H., Liu, F., Bo, S., Liu, J., Qiu, L., Zhen, Z., and Liu, X., J. Mater. Chem. C., 2015, vol. 3, p. 11 423.
Elder, D.L., Benight, S.J., Song, J., Robinson, B.H., and Dalton, L.R., Chem. Mater., 2014, vol. 26, p. 872.
Cho, M.J., Seo, J., Oh, H.S., Jee, H., Kim, W.J., Kim, K.H., Hoang, M.H., Choi, D.H., and Prasad, P.N., Sol. Energy Mater. Sol. Cells, 2012, vol. 98, p. 71.
Wu, J., Xiao, H., Qiu, L., Zhen, Z., Liu, X., and Bo, S., RSC Adv., 2014, vol. 4, p. 49 737.
Johns, V.K., Peng, P., DeJesus, J., Wang, Z., and Liao, Y., Chem. Eur. J., 2014, vol. 20, p. 689.
Howard, G.E.J., US Patent no. 3 178 448, 1965; Chem. Abstr., 1965, vol. 63, p. 3741.
Ducker, J.W. and Gunter, M.J., Aust. J. Chem., 1974, vol. 27, p. 2229.
Thierrichter, V. and Junek, N., Monatsh. Chem., 1979, vol. 110, p. 729.
Ducker, J.W. and Gunter, M.J., Aust. J. Chem., 1973, vol. 26, p. 1551.
Lu, Z., Liu, N., Lord, S.J., Bunge, S.D., Moerner, W.E., and Twieg, R.J., Chem. Mater., 2009, vol. 21, p. 797.
Lord, S.J., Lu, Z., Wang, H., Willets, K.A., Schuck, P.J., Lee, H.D., Nishimura, S.Y., and Twieg, R.J., J. Phys. Chem. A, 2007, vol. 111, p. 8934.
Sheldrick, G.M., Acta Crystallogr., Sect. A, 2008, vol. 64, p. 112.
Brandenburg, K., DIAMOND, Release 2.1d, Bonn, Germany Crystal Impact, 2000.
Becker, H.G.O., et al., Organikum. Organischchemisches Grundpraktikum, Weinheim: Wiley, 2004, 22nd ed. Translated under the title Organikum, Moscow: Mir, 2008, vol. 2, p. 16.
Author information
Authors and Affiliations
Corresponding author
Additional information
Original Russian Text © S.V. Fedoseev, M.Yu. Belikov, O.V. Ershov, I.N. Bardasov, V.A. Tafeenko, 2016, published in Zhurnal Organicheskoi Khimii, 2016, Vol. 52, No. 10, pp. 1450–1453.
Rights and permissions
About this article
Cite this article
Fedoseev, S.V., Belikov, M.Y., Ershov, O.V. et al. New push–pull chromophores. Synthesis of 2-[4-Aryl-3-cyano-5-hydroxy-5-methyl-1H-pyrrol-2(5H)-ylidene]malononitriles. Russ J Org Chem 52, 1440–1443 (2016). https://doi.org/10.1134/S1070428016100122
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070428016100122