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RAS Chemistry & Material ScienceЖурнал общей химии Russian Journal of General Chemistry

  • ISSN (Print) 0044-460X
  • ISSN (Online) 3034-5596

Preorganized Amide Ligands Based on Resorcincalix[4]arene Platform

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PII
S30345596S0044460X25070059-1
DOI
10.7868/S3034559625070059
Publication type
Article
Status
Published
Authors
V.V. Glushko
  • Affiliation: Institute of Biology and Chemistry, Moscow Pedagogical State University
O.S. Serkova
  • Affiliation:
    Institute of Biology and Chemistry, Moscow Pedagogical State University
    Pirogov Russian National Research Medical University
A.V. Kamkina
  • Affiliation: Institute of Biology and Chemistry, Moscow Pedagogical State University
I.I. Levina
  • Affiliation: Emanuel Institute of Biochemical Physics of the Russian Academy of Sciences
I.Yu. Toropygin
  • Affiliation: Institute of Biomedical Chemistry
Volume/ Edition
Volume 95 / Issue number 7-8
Pages
280-297
Abstract
By exhaustive functionalization of -tetra--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.
Keywords
резорцинкаликс[4]арены амиды комплексообразование жидкостная экстракция катионы металлов УФ спектроскопия
Date of publication
01.07.2025
Year of publication
2025
Number of purchasers
0
Views
37

References

  1. 1. Neri P., Sessler J.L., Wang M.-X. Calixarenes and Beyond. Springer, 2016. doi 10.1007/978-3-319-31867-7
  2. 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. 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. 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. 5. Atwood J.L., Gokel G.W., Barbour L. Comprehensive Supramolecular Chemistry II. Elsiver, 2017.
  6. 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. 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. 8. Salorinne K., Nissinen M. // Tetrahedron. 2008. Vol. 64. P. 1798. doi 10.1016/j.tet.2007.11.103
  9. 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. 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. 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. 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. 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. 14. Joseph R., Chinta J.P., Rao C.P. // Inorg. Chem. 2011. Vol. 50. N 15. P. 7050. doi 10.1021/ic200544a
  15. 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. 16. Leoncini A., Huskens J., Verboom W. // Chem. Soc. Rev. 2017. Vol. 46. P. 7229. doi 10.1039/c7cs00574a
  17. 17. Werner E.J., Biros S.M. // Org. Chem. Front. 2019. Vol. 6. P. 2067. doi 10.1039/c9qo00242a
  18. 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
  19. 19. 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
  20. 20. Wehbie M., Arrachart G., Ghannam L., Karamé I., Pellet-Rostaing S. // Dalton Trans. 2017. Vol. 46. N 47. P. 16505. doi 10.1039/C7DT02797D
  21. 21. 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
  22. 22. 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
  23. 23. 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
  24. 24. 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
  25. 25. 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
  26. 26. 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
  27. 27. 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
  28. 28. 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
  29. 29. Renier N., Reinaud O., Jabin I., Valkenier H. // Chem. Commun. 2020. Vol. 56. N 59. P. 8206. doi 10.1039/D0CC03555F
  30. 30. Colasson B., Le Poul N., Le Mest Y., Reinaud O. // Inorg. Chem. 2011. Vol. 50. N 21. P. 10985. doi 10.1021/ic201540x
  31. 31. 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
  32. 32. 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
  33. 33. 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
  34. 34. 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
  35. 35. 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
  36. 36. Sayin S. // J. Fluoresc. 2021. Vol. 31. N 4. P. 1143. doi 10.1007/s10895-021-02749-6
  37. 37. 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
  38. 38. Ansari S.A., Mohapatra P.K. // J. Chromatogr. (A). 2017. Vol. 1499. P. 1. doi 10.1016/j.chroma.2017.03.035
  39. 39. 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
  40. 40. 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
  41. 41. 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
  42. 42. 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
  43. 43. 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
  44. 44. 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
  45. 45. 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
  46. 46. 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
  47. 47. 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.
  48. 48. Бек М., Надьпал И. Исследование комплексообразования новейшими методами. М.: Мир, 1989. 413 c.
  49. 49. Hirose K.A. // J. Inclus. Phenom. 2001. Vol. 39. P. 193. doi 10.1023/A:1011117412693
  50. 50. 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
  51. 51. Eisler D., Hong W., Jennings M.C., Puddephatt R.J. // Organometallics. 2002. Vol. 21. N 19. P. 3955. doi 10.1021/om020394y
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