Nickel(II) Complex with the Bis(phenolate) Pincer N-Heterocyclic Carbene Ligand: Synthesis, Structure, and Properties

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Аннотация

The nickel(II) complex Ni(L)Py (I) (L is 1,3-bis(3,5-di-tert-butyl-2-phenolato)-5,5-dimethyl-(4,6-dihydropyrimidin-2-ylidene)) containing the dianionic bonded N-heterocyclic carbene (NHC) bis(phenolate) ligand is synthesized. In the presence of a stronger base (4-dimethylaminopyridine (DMAP)), the exchange reaction occurs with the replacement of pyridine in complex I by the DMAP molecule to form complex Ni(L)(DMAP) (II), the crystal structure of which is determined by XRD. The synthesized compounds are characterized by elemental analysis, mass spectrometry, and NMR spectroscopy. The spectral characteristics of the compounds are studied.

Авторлар туралы

Z. Gafurov

Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences

Email: gafurov.zufar@iopc.ru
Kazan, Russia

I. Mikhailov

Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences

Kazan, Russia

A. Kagilev

Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences; Butlerov Institute of Chemistry, Kazan (Volga Region) Federal University

Kazan, Russia; Kazan, Russia

I. Sakhapov

Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences

Kazan, Russia

A. Kantyukov

Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences; Butlerov Institute of Chemistry, Kazan (Volga Region) Federal University

Kazan, Russia; Kazan, Russia

E. Zueva

Kazan National Research Technological University

Kazan, Russia

A. Dobrynin

Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences

Kazan, Russia

A. Trifonov

Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences

Moscow, Russia

D. Yakhvarov

Butlerov Institute of Chemistry, Kazan (Volga Region) Federal University

Email: yakhvar@iopc.ru
Kazan, Russia

Әдебиет тізімі

  1. Lapshin I.V., Cherkasov A.V., Lyssenko K.A. et al. // Inorg. Chem. 2022. V. 61. № 24. P. 9147. https://doi.org/10.1021/acs.inorgchem.2c00698
  2. Borré E., Dahm G., Aliprandi A. et al. // Organometallics. 2014. V. 33. № 17. P. 4374. https://doi.org/10.1021/om5003446
  3. Fosu E., Le N., Abdulraheem T. et al. // Organometallics 2024. V. 43. № 4. P. 467. https://doi.org/10.1021/acs.organomet.3c00411
  4. Sheng H., Liu Q., Su X.-D. et al. // Org. Lett. 2020. V. 22. № 18. P. 7187. https://doi.org/10.1021/acs.orglett.0c02523
  5. Li J., Wang L., Zhao Z. et al. // Angew. Chemie Int. Ed. 2020. V. 59. № 21. P. 8210. https://doi.org/10.1002/anie.201916379
  6. Rao J., Dong S., Yang C. et al. // J. Am. Chem. Soc. 2023. V. 145. № 47. P. 25766. https://doi.org/10.1021/jacs.3c09280
  7. Karaaslan M.G., Aktaş A., Gürses C. et al. // Bioorg. Chem. 2020. V. 95. P. 103552. https://doi.org/10.1016/j.bioorg.2019.103552
  8. Gafurov Z.N., Kantyukov A.O., Kagilev A.A. et al. // Russ. Chem. Bull. 2017. V. 66. № 9. P. 1529. https://doi.org/10.1007/s11172-017-1920-7
  9. Zhao Q., Meng G., Nolan S.P. et al. // Chem. Rev. 2020. V. 120. № 4. P. 1981. https://doi.org/10.1021/acs.chemrev.9b00634
  10. Sau S.C., Hota P.K., Mandal S.K. et al. // Chem. Soc. Rev. 2020. V. 49. № 4. P. 1233. https://doi.org/10.1039/c9cs00866g
  11. Zhao Q., Han B., Peng C. et al. // Med. Res. Rev. 2024. https://doi.org/10.1002/med.22039
  12. Bellotti P., Koy M., Hopkinson M.N. et al. // Nat. Rev. Chem. 2021. V. 5. № 10. P. 711. https://doi.org/10.1038/s41570-021-00321-1
  13. Ibáñez S., Poyatos M., Peris E. // Acc. Chem. Res. 2020. V. 53. № 7. P. 1401. https://doi.org/10.1021/acs.accounts.0c00312
  14. Ott I. // Adv. Inorg. Chem. 2020. V. 75. P. 121. https://doi.org/10.1016/bs.adioch.2019.10.008
  15. Liang Q., Song D. // Chem. Soc. Rev. 2020. V. 49. № 4. P. 1209. https://doi.org/10.1039/c9cs00508k
  16. Strausser S.L., Jenkins D.M. // Organometallics. 2021. V. 40. № 11. P. 1706. https://doi.org/10.1021/acs.organomet.1c00189
  17. Kashina M.V., Luzyanin K.V., Katlenok E.A. et al. // Dalton Trans. 2022. V. 51. № 17. P. 6718. https://doi.org/10.1039/d2dt00252c
  18. Zhan L., Zhu M., Liu L. et al. // Inorg. Chem. 2021. V. 60. № 21. P. 16035. https://doi.org/10.1021/acs.inorgchem.1c01964
  19. Bernd M.A., Bauer E.B., Oberkofler J. et al. // Dalton Trans. 2020. V. 49. № 40. P. 14106. https://doi.org/10.1039/d0dt02598d
  20. Sánchez A., Sanz-Garrido J., Carrasco C.J. et al. // Inorg. Chim. Acta. 2022. V. 537. P. 120946. https://doi.org/10.1016/j.ica.2022.120946
  21. Li M., Liska T., Swetz A. et al. // Organometallics. 2020. V. 39. № 10. P. 1667. https://doi.org/10.1021/acs.organomet.0c00065
  22. Rendón-Nava D., Angeles-Beltrán D., Rheingold A.L. et al. // Organometallics. 2021. V. 40. № 13. P. 2166. https://doi.org/10.1021/acs.organomet.1c00324
  23. Rivera C., Bacilio-Beltrán H.A., Puebla-Pérez A.M. et al. // New J. Chem. 2022. V. 46. № 29. P. 14221. https://doi.org/10.1039/d2nj02508f
  24. Neshat A., Mastrorilli P., Mobarakeh A.M. // Molecules. 2022. V. 27. № 1. P. 95. https://doi.org/10.3390/molecules27010095
  25. Díez-González S., Marion N., Nolan S.P. // Chem. Rev. 2009. V. 109. № 8. P. 3612. https://doi.org/10.1021/cr900074m
  26. Pearson R.G. // Inorg. Chem. 1973. V. 12. № 3. P. 712. https://doi.org/10.1021/ic50121a052
  27. Pearson R.G. // Inorg. Chem. 1988. V. 27. № 4. P. 734. https://doi.org/10.1021/ic00277a030
  28. Gunanathan C., Milstein D. // Chem. Rev. 2014. V. 114. № 24. P. 12024. https://doi.org/10.1021/cr5002782
  29. Maser L., Vondung L., Langer R. // Polyhedron. 2018. V. 143. P. 28. https://doi.org/10.1016/j.poly.2017.09.009
  30. Taakili R., Canac Y. // Molecules. 2020. V. 25. № 9. P. 2231. https://doi.org/10.3390/molecules25092231
  31. Gandara C., Philouze C., Jarjayes O. et al. // Inorg. Chim. Acta. 2018. V. 482. P. 561. https://doi.org/10.1016/j.ica.2018.06.046
  32. Nolan S.P. // N-Heterocyclic Carbenes Eff. Tools Organomet. Synth. 2014. V. 9783527334. P. 1. https://doi.org/10.1002/9783527671229
  33. Dröge T., Glorius F. // Angew. Chem. Int. Ed. 2010. V. 49. № 39. P. 6940. https://doi.org/10.1002/anie.201001865
  34. Wittwer B., Leitner D., Neururer F.R. et al. // Polyhedron. 2024. V. 250. P. 116786. https://doi.org/10.1016/j.poly.2023.116786
  35. Chesnokov G.A., Topchiy M.A., Dzhevakov P.B. et al. // Dalton Trans. 2017. V. 46. № 13. P. 4331. https://doi.org/10.1039/c6dt04484k
  36. Meng G., Kakalis L., Nolan S.P. et al. // Tetrahedron Lett. 2019. V. 60. № 4. P. 378. https://doi.org/10.1016/j.tetlet.2018.12.059
  37. Luconi L., Gafurov Z., Rossin A. et al. // Inorg. Chim. Acta. 2018. V. 470. P. 100. https://doi.org/10.1016/j.ica.2017.03.026
  38. Luconi L., Garino C., Cerreia Vioglio P. et al. // ACS Omega. 2019. V. 4. № 1. P. 1118. https://doi.org/10.1021/acsomega.8b02452
  39. Luconi L., Tuci G., Gafurov Z.N. et al. // Inorg. Chim. Acta. 2020. V. 517. P. 120182. https://doi.org/10.1016/j.ica.2020.120182
  40. Gafurov Z.N., Kantyukov A.O., Kagilev A.A. et al. // Russ. J. Electrochem. 2021. V. 57. № 2. P. 134. https://doi.org/10.1134/S1023193521020075
  41. Gafurov Z.N., Kagilev A.A., Kantyukov A.O. et al. // Russ. Chem. Bull. 2018. V. 67. № 3. P. 385. https://doi.org/10.1007/s11172-018-2086-7
  42. Gafurov Z.N., Bekmukhamedov G.E., Kagilev A.A. et al. // J. Organomet. Chem. 2020. V. 912. P. 121163. https://doi.org/10.1016/j.jorganchem.2020.121163
  43. Kagilev A.A., Gafurov Z.N., Sakhapov I.F. et al. // J. Electroanal. Chem. 2024. V. 956. P. 118084. https://doi.org/10.1016/j.jelechem.2024.118084
  44. Gurina G.A., Markin A.V., Cherkasov A.V. et al. // Eur. J. Inorg. Chem. 2023. V. 26. № 29. P. E202300392. https://doi.org/10.1002/ejic.202300392
  45. Armarego W.L.F. Purification of Laboratory Chemicals. Amsterdam: Butterworth-Heinemann, 2017.
  46. Long J., Lyubov D.M., Gurina G.A. et al. // Inorg. Chem. 2022. V. 61. № 3. P. 1264. https://doi.org/10.1021/acs.inorgchem.1c03429
  47. Sheldrick G.M. // Acta Crystallogr. A. 2015. V. 71. № 1. P. 3. https://doi.org/10.1107/S2053273314026370
  48. Sheldrick G.M. // Acta Crystallogr. C. 2015. V. 71. P. 3. https://doi.org/10.1107/S2053229614024218
  49. Dolomanov O.V., Bourhis L.J., Gildea R.J. et al. // J. Appl. Crystallogr. 2009. V. 42. № 2. P. 339. https://doi.org/10.1107/S0021889808042726
  50. Becke A.D. // J. Chem. Phys. 1993. V. 98. № 7. P. 5648. https://doi.org/10.1063/1.464913
  51. Stephens P.J., Devlin F.J., Chabalowski C.F. et al. // J. Phys. Chem. 1994. V. 98. № 45. P. 11623. https://doi.org/10.1021/j100096a001
  52. Dunning T.H. // J. Chem. Phys. 1989. V. 90. № 2. P. 1007. https://doi.org/10.1063/1.456153
  53. Woon D.E., Dunning T.H. // J. Chem. Phys. 1993. V. 98. № 2. P. 1358. https://doi.org/10.1063/1.464303
  54. Grimme S., Antony J., Ehrlich S. et al. // J. Chem. Phys. 2010. V. 132. № 15. P. 154104. https://doi.org/10.1063/1.3382344
  55. Grimme S., Ehrlich S., Goerigk L. // J. Comput. Chem. 2011. V. 32. № 7. P. 1456. https://doi.org/10.1002/jcc.21759
  56. Casida M.E. // Recent Advances in Computational Chemistry. 1995. V. 1. Pt. 1. P. 155. https://doi.org/10.1142/9789812830586_0005
  57. Adamo C., Jacquemin D. // Chem. Soc. Rev. 2013. V. 42. № 3. P. 845. https://doi.org/10.1039/c2cs35394f
  58. Laurent A.D., Adamo C., Jacquemin D. // Phys. Chem. Chem. Phys. 2014. V. 16. № 28. P. 14334. https://doi.org/10.1039/c3cp55336a
  59. Weigend F., Ahlrichs R. // Phys. Chem. Chem. Phys. 2005. V. 7. № 18. P. 3297. https://doi.org/10.1039/b508541a
  60. Weigend F. // Phys. Chem. Chem. Phys. 2006. V. 8. № 9. P. 1057. https://doi.org/10.1039/b515623h
  61. Peterson K.A., Figgen D., Goll E. et al. // J. Chem. Phys. 2003. V. 119. № 21. P. 11113. https://doi.org/10.1063/1.1622924
  62. Neese F. // Wiley Interdiscip. Rev. Comput. Mol. Sci. 2018. V. 8. № 1. P. E1327. https://doi.org/10.1002/wcms.1327

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