Preorganized Amide Ligands Based on Resorcincalix[4]arene Platform

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 订阅或者付费存取

详细

By exhaustive functionalization of rccc-tetra-C-phenethylresorcincalix[4]arene, new modified derivatives containing 8 terminal amide fragments and differing in components and size of spacers connecting the macrocyclic core with them, as well as the nature of amide groups, were synthesized. Using UV spectroscopy, acceptor properties of amide resorcinarenes towards metal cations under heterogeneous and homogeneous conditions were studied. The effect of macrocyclic core preorganization of ligand on its ability to form complex with metal cations was demonstrated.

作者简介

V. Glushko

Institute of Biology and Chemistry, Moscow Pedagogical State University

Email: vv.glushko@mpgu.su
Moscow, 129164 Russia

O. Serkova

Institute of Biology and Chemistry, Moscow Pedagogical State University; Pirogov Russian National Research Medical University

Email: vv.glushko@mpgu.su
Moscow, 129164 Russia; Moscow, 117997 Russia

A. Kamkina

Institute of Biology and Chemistry, Moscow Pedagogical State University

Email: vv.glushko@mpgu.su
Moscow, 129164 Russia

I. Levina

Emanuel Institute of Biochemical Physics of the Russian Academy of Sciences

Email: vv.glushko@mpgu.su
Moscow, 119334 Russia

I. Toropygin

Institute of Biomedical Chemistry

编辑信件的主要联系方式.
Email: vv.glushko@mpgu.su
Moscow, 119121 Russia

参考

  1. Neri P., Sessler J.L., Wang M.-X. Calixarenes and Beyond. Springer, 2016. doi: 10.1007/978-3-319-31867-7
  2. Ren H., Wang H., Wen W., Li S., Li N., Huoc F., Yin C. // Chem. Commun. 2023. Vol. 59. N 93. P. 13790. doi: 10.1039/D3CC04179D
  3. Mei C.J., Ahmad S.A.A. // Arab. J. Chem. 2021. Vol. 14. N 9. Art. 103303. doi: 10.1016/j.arabjc.2021.103303.
  4. Kashyap P., Sharma P., Gohil R., Rajpurohit D., Mishra D., Shrivastav P.S. // Spectrochim. Acta (A). 2023. Vol. 303. Art. 123188. doi: 10.1016/j.saa.2023.123188
  5. Atwood J.L., Gokel G.W., Barbour L. Comprehensive Supramolecular Chemistry II. Elsiver, 2017.
  6. Sittel T., Becker K., Geist A., Panak P.J. // Solv. Extr. Ion Exch. 2024. Vol. 42. N 2. P. 118. doi: 10.1080/07366299.2024.2349528
  7. Kim S., Oh J., Park K., Lee S., Park I. // Inorg. Chem. 2023. Vol. 62. N 22. P. 8692. doi: 10.1021/acs.inorgchem.3c00875
  8. Salorinne K., Nissinen M. // Tetrahedron. 2008. Vol. 64. P. 1798. doi: 10.1016/j.tet.2007.11.103
  9. Stoikov I.I., Omran O.A., Solovieva S.E., Latypov S.K., Enikeev K.M., Gubaidullin A.T., Antipin I.S., Konovalov A.I. // Tetrahedron. 2003. Vol. 59. N 9. P. 1469. doi: 10.1016/S0040-4020(03)00077-2
  10. Arnaud-Neu F., Collins E.M., Deasy M., Ferguson G., Harris S.J., Kaitner B., Lough A.J., McKervey M.A., Marques E., Ruhl B.L., Schwing-Weill M.J., Seward E.M. // J. Am. Chem. Soc. 1989. Vol. 111. N 23. P. 8681. doi: 10.1021/ja00205a018
  11. Iki N., Narumi F., Fujimoto T., Morohashi N., Miyano S. // J. Chem. Soc. Perkin Trans. 2. 1998. Vol. 12. P. 2745. doi: 10.1039/a803734e
  12. Arnaud-Neu F., Barrett G., Crernin S., Deasy M., Ferguson G., Harris S.J., Lough A.J., Guerra L., McKervey M.A., Schwing-Weilla M.J., Schwinte P. // J. Chem. Soc. Perkin Trans. 2. 1992. Vol. 7. P. 1119. doi: 10.1039/p29920001119
  13. Leko K., Usenik A., Cindro N., Modrušan M., Požar J., Horvat G., Stilinović V., Hrenar T., Tomišić V. // ACS Omega. 2023. Vol. 8. N 45. P. 43074. doi: 10.1021/acsomega.3c06509
  14. Joseph R., Chinta J.P., Rao C.P. // Inorg. Chem. 2011. Vol. 50. N 15. P. 7050. doi: 10.1021/ic200544a
  15. Mummidivarapu V.V.S., Nehra A., Hinge V.K., Rao C.P. // Org. Lett. 2012. Vol. 14. P. 2968. doi: 10.1021/ol300919h
  16. Leoncini A., Huskens J., Verboom W. // Chem. Soc. Rev. 2017. Vol. 46. P. 7229. doi: 10.1039/c7cs00574a
  17. Werner E.J., Biros S.M. // Org. Chem. Front. 2019. Vol. 6. P. 2067. doi: 10.1039/c9qo00242a
  18. Серкова О.С., Камкина А.В., Торопыгин И.Ю., Масленникова В.И. // ЖОХ. 2020. Т. 90. Вып. 8. С. 1262. doi: 10.31857/S0044460X20080144; Serkova O.S., Kamkina A.V., Toropygin I.Yu., Maslennikova V.I. // Russ. J. Gen. Chem. 2020. Vol. 90. N 8. P. 1466. doi: 10.1134/S1070363220080137
  19. Wehbie M., Arrachart G., Ghannam L., Karamé I., Pellet-Rostaing S. // Dalton Trans. 2017. Vol. 46. N 47. P. 16505. doi: 10.1039/C7DT02797D
  20. Syakaev V.V., Masliy A.N., Podyachev S.N., Sudakova S.N., Shvedova A.E., Lentin I.I., Gorbunov A.N., Vatsouro I.M., Lapaev D.V., Mambetova G.Sh., Kovalev V.V., Kuznetsov A.M., Mustafina A.R. // Inorg. Chim. Acta. 2024. Vol. 561. 121848. doi: 10.1016/j.ica.2023.121848
  21. Janosi T.Z., Makkai G., Kegl T., Matyus P., Kollar L., Erostyak J. // J. Fluoresc. 2016. Vol. 26. P. 679. doi: 10.1007/s10895-015-1754-3
  22. Georghiou P.E., Rahman S., Alrawashdeh A., Aloyhab A., Valluru G., Unikela K.S., Bodwellet G.J. // Supramol. Chem. 2020. Vol. 32. N 5. P. 325. doi: 10.1080/10610278.2020.1739686
  23. D’Alessio D., Skelton B.W., Lengkeek N.A., Fraser B.H., Krause-Heuer A.M., Muzzioli S., Stagni S., Massi M., Ogden M.I. // Supramol. Chem. 2015. Vol. 27. P. 787. doi: 10.1080/10610278.2015.1075536
  24. D’Alessio D., Skelton B.W., Sobolev A.N., Krause-Heuer A.M., Fraser B.H., Massi M., Ogden M.I. // Eur. J. Inorg. Chem. 2016. Vol. 2016. N 34. P. 5366. doi: 10.1002/ejic.201600938
  25. Glushko V.V., Serkova O.S., Levina I.I., Toropygin I.Yu., Maslennikova V.I. // J. Mol. Struct. 2025. Vol. 1328. 141294. doi: 10.1016/j.molstruc.2024.141294
  26. Ovsyannikov A., Noamane M., Abidi R., Ferlay S., Solovieva S.E., Antipin I.S., Konovalov A.I., Kyritsakas N., Hosseini M.W. // CrystEngComm. 2016. Vol. 18. N 5. P. 691. doi: 10.1039/C5CE02310F
  27. Chen Y.-J., Chen M.-Y., Lee K.-T., Shen L.-C., Hung H.-C., Niu H.-C., Chung W.-S. // Front. Chem. 2020. Vol. 8. 593261. doi: 10.3389/fchem.2020.593261
  28. Renier N., Reinaud O., Jabin I., Valkenier H. // Chem. Commun. 2020. Vol. 56. N 59. P. 8206. doi: 10.1039/D0CC03555F
  29. Colasson B., Le Poul N., Le Mest Y., Reinaud O. // Inorg. Chem. 2011. Vol. 50. N 21. P. 10985. doi: 10.1021/ic201540x
  30. Galletta M., Baldini L., Sansone F., Ugozzoli F., Ungaro R., Casnati A., Mariani M. // Dalton Trans. 2010. Vol. 39. P. 2546. doi: 10.1039/B922500P
  31. Ansari S.A., Mohapatra P.K., Sengupta A., Nikishkin N.I., Huskens J., Verboom W. // Eur. J. Inorg. Chem. 2014. Vol. 2014. P. 5689. doi: 10.1002/ejic.201402596
  32. Modi K., Panchal U., Mehta V., Panchal M., Kongor A., Jain V.K. // J. Lumin. 2016. Vol. 179. P. 378. doi: 10.1016/j.jlumin.2016.07.019
  33. Xu Z., Kim S., Kim H.N., Han S.J., Lee C., Kim J.S., Qian X., Yoon J. // Tetrahedron Lett. 2007. Vol. 48. P. 9151. doi: 10.1016/j.tetlet.2007.10.109
  34. Mummidivarapu V.V.S., Bandaru S., Yarramala D.S., Samanta K., Mhatre D.S., Rao C.P. // Anal. Chem. 2015. Vol. 87. P. 4988. doi: 10.1021/acs.analchem.5b00905
  35. Sayin S. // J. Fluoresc. 2021. Vol. 31. N 4. P. 1143. doi: 10.1007/s10895-021-02749-6
  36. Podyachev S.N., Kashapova N.E., Syakaev V.V., Sudakova S.N., Zainullina R.R., Gruner M., Habicher W.D., Barsukova T.A., Yang F., Konovalov A.I. // J. Inclus. Phenom. Macrocycl. Chem. 2014. Vol. 78. P. 371. doi: 10.1007/s10847-013-0307-0
  37. Ansari S.A., Mohapatra P.K. // J. Chromatogr. (A). 2017. Vol. 1499. P. 1. doi: 10.1016/j.chroma.2017.03.035
  38. Dinda S.K., Upadhyay A., Polepalli S., Hussain M.A., Rao C.P. // ACS Omega. 2019. Vol. 4. P. 7723. doi: 10.1021/acsomega.9b00582
  39. Jain V.K., Pillai S.G., Pandya R.A., Agrawal Y.K., Shrivastav P.S. // Talanta. 2005. Vol. 65. N 2. P. 466. doi: 10.1016/j.talanta.2004.06.033
  40. Li L., Sun J., Zhang L.L., Yao R., Yan C.G. // J. Mol. Struct. 2015. Vol. 1081. P. 355. doi: 10.1016/j.molstruc.2014.10.064
  41. Глушко В.В., Серкова О.С., Камкина А.В., Исаева С.А., Торопыгин И.Ю., Масленникова В.И. // ЖОХ. 2023. Т. 93. Вып. 3. С. 439. doi: 10.31857/S0044460X23030125; Glushko V.V., Serkova O.S., Kamkina A.V., Isaeva S.A., Toropygin I.Yu., Maslennikova V.I. // Russ. J. Gen. Chem. 2023. Vol. 93. N 3. P. 554. doi: 10.1134/S107036322303012X
  42. Maslennikova V.I., Serkova O.S., Gruner M., Goutal S., Bauer I., Habicher W.D., Lyssenko K.A., Antipin M.Y., Nifantiev E.E. // Eur. J. Org. Chem. 2004. Vol. 23. P. 4884. doi: 10.1002/ejoc.200400363
  43. Podyachev S.N., Sudakova S.N., Syakaev V.V., Galiev A.K., Shagidullin R.R., Konovalov A.I. // Supramol. Chem. 2008. Vol. 20. N 5. P. 479. doi: 10.1080/10610270701377087
  44. Podyachev S.N., Burmakina N.E., Syakaev V.V., Sudakova S.N., Habicher W.D., Konovalov A.I. // J. Inclus. Phenom. Macrocycl. Chem. 2011. Vol. 71. P. 161. doi: 10.1007/s10847-010-9920-3
  45. Podyachev S.N., Burmakina N.E., Syakaev V.V., Sudakova S.N., Shagidullin R.R., Konovalov A.I. // Tetrahedron. 2009. Vol. 65. N 1. P. 408. doi: 10.1016/j.tet.2008.10.008.
  46. Бек М., Надьпал И. Исследование комплексообразования новейшими методами. М.: Мир, 1989. 413 c.
  47. Hirose K.A. // J. Inclus. Phenom. 2001. Vol. 39. P. 193. doi: 10.1023/A:1011117412693
  48. Tunstad L.M., Tucker J.A., Dalcanale E., Weiser J., Bryant J.A., Sherman J.C., Helgeson R.C., Knobler C.B., Cram D.J. // J. Org. Chem. 1989. Vol. 54. N 6. P. 1305. doi: 10.1021/jo00267a015
  49. Eisler D., Hong W., Jennings M.C., Puddephatt R.J. // Organometallics. 2002. Vol. 21. N 19. P. 3955. doi: 10.1021/om020394y

补充文件

附件文件
动作
1. JATS XML
下载

版权所有 © Russian Academy of Sciences, 2025