Synthesis and aggregation-induced emission of (z)-6-alkylamino-2-amino-4-(2-aryl-1-cyanovinyl)pyridine-3,5-dicarbonitriles

封面

如何引用文章

全文:

开放存取 开放存取
受限制的访问 ##reader.subscriptionAccessGranted##
受限制的访问 订阅存取

详细

( Z )-6-alkylamino-2-Amino-4-(2-aryl-1-cyanovinyl)pyridine-3,5-dicarbonitriles were obtained by reaction of ( Z )-2-amino-4-(2-aryl-1-cyanovinyl)-6-chloropyridine-3,5-dicarbonitriles with various amines, including biologically active ones. The study of the spectral-luminescent properties showed the solid state fluorescence with a maxima at 472-562 nm and its absence in solutions. An increase in the volume fraction of water in solutions above a certain level caused the appearance of fluorescence due to the formation of aggregates. The enhancement of fluorescence upon addition of the viscous solvent glycerol confirmed the presence of aggregation-induced emission of the synthesized compounds.

作者简介

I. Bardasov

Chuvash State University named after I.N. Ulyanov

Email: bardasov.chem@mail.ru

A. Alekseeva

Chuvash State University named after I.N. Ulyanov

参考

  1. Luo J., Xie Z., Xie Z., Lam J. W.Y., Cheng L., Chen H., Qiu C., Kwok H.S., Zhan X., Liu Y., Zhu D., Tang B.Z. Chem. Commun. 2001, 18, 1740-1741. doi: 10.1039/b105159h
  2. Leung N.L.C., Xie N., Yuan W., Liu Y., Wu Q., Peng Q., Miao Q., Lam J.W.Y., Tang B.Z. Chem. Eur. J. 2014, 20, 15349-15353. doi: 10.1002/chem.201403811
  3. Zhou X., Xiang Y., Ni F., Zou Y., Chen Z., Yin X., Xie G., Gong S., Yang C. Dyes Pigm. 2020, 176, 108179. doi: 10.1016/j.dyepig.2019.108179
  4. Zhao H., Wang Y., Wang Y., He G., Xue M., Guo P., Dai B., Liu Z., Qi Y. RSC Adv. 2015, 5, 19176-19181. doi: 10.1039/c4ra16069j
  5. Cekaviciute M., Petrauskaite A., Nasiri S., Simokaitiene J., Volyniuk D., Sych G., Budreckiene R., Grazulevicius J.V. Molecules. 2020, 25, 445. doi: 10.3390/molecules25030445
  6. Bala I., Ming L., Yadav R.A.K., De J., Dubey D.K., Kumar S., Singh H., Jou J.H., Kailasam K., Pal S.K. ChemistrySelect. 2018, 3, 7771-7777. doi: 10.1002/slct.201801715
  7. Zhang J., Bai Y., Wei Q., Cao L., Wang T., Ge Z. J. Mater. Chem. C. 2020, 8, 11771-11777. doi: 10.1039/d0tc02566f
  8. Zhang J., Chen Q., Fan Y., Qiu H., Ni Z., Li Y., Yin S. Dyes Pigm. 2021, 193, 109500. doi: 10.1016/j.dyepig.2021.109500
  9. Min X., Fang T., Li L., Li C., Zhang Z.P., Zhang X.E., Li F. Nanoscale. 2020, 12, 2340-2344. doi: 10.1039/c9nr09788k
  10. Gu P., Chen B., Zhai T., Li Q., Zuo X., Wang L., Qin A., Zhou Y., Shen J. ACS Appl. Mater. Interfaces. 2021, 13, 19660-19667. doi: 10.1021/acsami.1c02128
  11. Luo Y., Gan S., Zhang W., Jia M., Chen L., Redshaw C., Tao Z., Xiao X. Mater. Chem. Front. 2022. doi: 10.1039/d2qm00084a
  12. Zhou C., Han X., Liao G., Zhou C., Jin P., Guo Y., Gao H., Zhang Y., Yang S., Sun J. ChemistrySelect. 2019, 4, 2868-2873. doi: 10.1002/slct.201900294
  13. Li M., Ruan S., Yang H., Zhang Y., Yang Y., Song J., Xu X., Wang Z., Wang S. Dalt. Trans. 2020, 49, 15299-15309. doi: 10.1039/d0dt02888f
  14. Na N., Wang F., Huang J., Niu C., Yang C., Shang Z., Han F., Ouyang J. RSC Adv. 2014, 4, 35459-35462. doi: 10.1039/c4ra05095a
  15. Tang A., Yin Y., Chen Z., Fan C., Liu G., Pu S. Tetrahedron. 2019, 75, 130489. doi: 10.1016/j.tet.2019.130489
  16. Li Y., Xu K., Si Y., Yang C., Peng Q., He J., Hu Q., Li K. Dyes Pigm. 2019, 171, 107682. doi: 10.1016/j.dyepig.2019.107682
  17. Ma H., Wu R., Xiong J., Guo H., Yang F. New J. Chem. 2020, 44, 11746-11751. doi: 10.1039/d0nj02412k
  18. Chen J., Zhou B., Li Y., Zheng L., Guo H., Yang F. New J. Chem. 2021, 45, 1373-1380. doi: 10.1039/d0nj05098a
  19. Chen S., Jiang S., Guo H., Yang F. Spectrochim. Acta A Mol. Biomol. Spectrosc. 2021, 248, 119191. doi: 10.1016/j.saa.2020.119191
  20. Zha B., Fang S., Chen H., Guo H., Yang F. Spectrochim. Acta A Mol. Biomol. Spectrosc. 2022, 269, 120765. doi: 10.1016/j.saa.2021.120765
  21. Chen J., Huang X., Tang H., Guo H., Yang, F. Dyes Pigm. 2022, 207, 110705. doi: 10.1016/j.dyepig.2022.110705
  22. Kajjam A.B., Didar S., Allen M.J.J. Photochem. Photobiol. A Chem. 2022, 431, 114036. doi: 10.1016/j.jphotochem.2022.114036
  23. Li Y., Xu K., Si Y., Yang C., Peng Q., He J., Hu Q., Li K. Dyes Pigm. 2019, 171, 107682. doi: 10.1016/j.dyepig.2019.107682
  24. Fang W., Zhao W., Pei P., Liu R., Zhang Y., Kong L., Yang J. J. Mater. Chem. C. 2018, 6, 9269-9276. doi: 10.1039/c8tc02973c
  25. Gundu S., Kim M., Mergu N., Son Y.A. Dyes Pigm. 2017, 146, 7-13. doi: 10.1016/j.dyepig.2017.06.043
  26. Khan F., Urbonas E., Volyniuk D., Grazulevicius J.V., Mobin S. M., Misra R. J. Mater. Chem. C. 2020, 8, 13375-13388. doi: 10.1039/d0tc03136d
  27. Wu Y., Zheng S., Ye Y., Guo H., Yang F. J. Photochem. Photobiol. A Chem. 2021, 412, 113219. doi: 10.1016/j.jphotochem.2021.113219
  28. Bardasov I.N., Alekseeva A.U., Ershova A.I., Ershov O.V. Tetrahedron Lett. 2021, 76, 153232. doi: 10.1016/j.tetlet.2021.153232
  29. Бардасов И.Н., Алексеева А.Ю. ЖОрХ. 2022, 58, 760-766.
  30. Bardasov I.N., Alekseeva A.Y. Russ. J. Org. Chem. 2022, 58, 1002-1007. doi: 10.1134/S1070428022070090
  31. Bardasov I.N., Alekseeva A.U., Tafeenko V.A., Ershov O.V. Tetrahedron Lett. 2017, 58. doi: 10.1016/j.tetlet.2017.09.012
  32. Алексеева А.Ю., Дианов Н.П., Ященко Н.Н., Житарь С.В., Бардасов И.Н. ЖОрХ. 2020, 56, 705-710.
  33. Alekseeva A.U., Dianov N.P., Yashchenko N.N., Zhitar' S.V., Bardasov I.N. Russ. J. Org. Chem. 2020, 56, 763-767. doi: 10.1134/S1070428020050061
  34. Бардасов И.Н., Алексеева А.Ю., Мельник Е.А., Ершова А.И., Ершов О.В. ЖОрХ. 2021, 57, 961-966.
  35. Bardasov I.N., Alekseeva A.Y., Mel'nik E.A., Ershova A.I., Ershov O.V. Russ. J. Org. Chem. 2021, 57, 1063-1067. doi: 10.1134/S1070428021070058
  36. Федосеев С.В., Ершова А.И., Липин К.В., Мельник Е.А., Ершов О.В. ЖОрХ. 2021, 57, 1193-1196.
  37. Fedoseev S.V., Ershova A.I., Lipin K.V., Mel'nik E.A., Ershov O.V. Russ. J. Org. Chem. 2021, 57, 1361-1364. doi: 10.1134/S1070428021080170
  38. Ершов О.В., Михайлов Д.Л., Бардасов И.Н., Иевлев М.Ю., Беликов М.Ю. ЖОрХ. 2017, 53, 869-873.
  39. Ershov O.V., Mikhailov D.L., Bardasov I.N., Ievlev M.Y., Belikov M.Y. Russ. J. Org. Chem. 2017, 53, 886-890. doi: 10.1134/S1070428017060124

补充文件

附件文件
动作
1. JATS XML
下载

版权所有 © Russian Academy of Sciences, 2023