Heteroleptic Anionic Cobalt(II) Pivalate Complex with a Bridging Trimethylsiloxy Ligand: Synthesis, Structure, and Formation Mechanism

Cover Page

Cite item

Full Text

Open Access Open Access
Restricted Access Access granted
Restricted Access Subscription Access

Abstract

The heteroleptic anionic complex (IPrPhH)[Co2(μ-Piv)2(μ-OSiMe3)(Piv)2] (I) was synthesized through the reaction of cobalt pivalate [Co(Piv)2]n with 1,3-bis(2,6-diisopropylphenyl)-2-phenylimidazolium iodide ([IPrPhH]I) and KN(SiMe3)2 and studied by X-ray diffraction both in the solvate-free form and in the form of solvate with pentane (I⋅0.75C5H12) (CCDC 2257678–2257679). Modeling of the probable mechanism of formation of complex I and evaluation of exchange coupling between paramagnetic centers in it were carried out by density functional theory method.

About the authors

P. A. Petrov

Nikolaev Institute of Inorganic Chemistry, Siberian Branch, Russian Academy of Sciences

Email: panah@niic.nsc.ru
630090, Novosibirsk, Russia

S. A. Nikolaevskii

Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences

Email: sanikol@igic.ras.ru
119991, Moscow, Russia

D. S. Yambulatov

Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences

Email: sanikol@igic.ras.ru
119991, Moscow, Russia

A. A. Starikova

Research Institute of Physical and Organic Chemistry, Southern Federal University

Email: sanikol@igic.ras.ru
344090, Rostov-on-Don, Russia

T. S. Sukhikh

Nikolaev Institute of Inorganic Chemistry, Siberian Branch, Russian Academy of Sciences

Email: sanikol@igic.ras.ru
630090, Novosibirsk, Russia

M. A. Kiskin

Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences

Email: sanikol@igic.ras.ru
119991, Moscow, Russia

M. N. Sokolov

Nikolaev Institute of Inorganic Chemistry, Siberian Branch, Russian Academy of Sciences

Email: sanikol@igic.ras.ru
630090, Novosibirsk, Russia

I. L. Eremenko

Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences

Author for correspondence.
Email: sanikol@igic.ras.ru
119991, Moscow, Russia

References

  1. Diez-Gonzalez S. (Ed.) // N-Heterocyclic Carbenes: From Laboratory Curiosities to Efficient Synthetic Tools. Croydon: The Royal Society of Chemistry, 2016.
  2. Zhang Y., Wu L., Wang H. // Coord. Chem. Rev. 2023. V. 477. P. 214942. https://doi.org/10.1016/j.ccr.2022.214942
  3. Takahashi S., Frutos M., Baceiredo A. et al. // Angew. Chem. Int. Ed. 2022. V. 61. № 37. P. e202208202. https://doi.org/10.1002/anie.202208202
  4. Nougué R., Takahashi S., Baceiredo A. et al. // Angew. Chem. Int. Ed. 2023. V. 62. № 4. P. e202215394. https://doi.org/10.1002/anie.202215394
  5. Yadav R., Sun X., Köppe R. et al. // Angew. Chem. Int. Ed. 2022. V. 61. № 47. P. e202211115. https://doi.org/10.1002/anie.202211115
  6. Арсеньева К.В., Климашевская А.В., Жеребцов М.А. и др. // Коорд. Химия. 2022. Т. 48. № 8. С. 458. Arsenyeva K.V., Klimashevskaya A.V., Zherebtsov M.A. et al. // Russ. J. Coord. Chem. 2022. V. 48. № 8. P. 464. https://doi.org/10.1134/S1070328422070016
  7. Пискунов А.В., Арсеньева К.В., Климашевская А.В. и др. // Коорд. Химия. 2022. Т. 48. № 5. С. 277. Piskunov A.V., Arsenyeva K.V., Klimashevskaya A.V. et al. // Russ. J. Coord. Chem. 2022. V. 48. № 5. P. 278. https://doi.org/10.1134/S1070328422050074
  8. Arsenyeva K.V., Chegerev M.G., Cherkasov A.V. et al. // Mendeleev Commun. 2021. V. 31. № 3. P. 330. https://doi.org/10.1016/j.mencom.2021.04.016
  9. Tsys K.V., Chegerev M.G., Fukin G.K. et al. // Mendeleev Commun. 2020. V. 30. № 2. P. 205. https://doi.org/https://doi.org/10.1016/j.mencom.2020.03.025
  10. Krätschmer F., Sun X., Gillhuber S. et al. // Chem. Eur. J. 2023. P. e202203583. https://doi.org/10.1002/chem.202203583
  11. Пискунов А.В., Цыс К.В., Чегерев М.Г. и др. // Коорд. химия. 2019. Т. 45. № 9. С. 527. Piskunov A.V., Tsys K.V., Chegerev M.G. et al. // Russ. J. Coord. Chem. 2019. V. 45. № 9. P. 626. https://doi.org/10.1134/S1070328419090069
  12. Arsenyeva K.V., Ershova I.V., Chegerev M.G. et al. // J. Organomet. Chem. 2020. V. 927. P. 121524. https://doi.org/10.1016/j.jorganchem.2020.121524
  13. Tsys K.V., Chegerev M.G., Pashanova K.I. et al. // Inorg. Chim. Acta. 2019. V. 490. P. 220. https://doi.org/10.1016/j.ica.2019.03.024
  14. Chegerev M.G., Piskunov A.V., Tsys K.V. et al. // Eur. J. Inorg. Chem. 2019. V. 2019. № 6. P. 875. https://doi.org/10.1002/ejic.201801383
  15. Timofeeva V., Baeza J.M.L., Nougué R. et al. // Chem. Eur. J. 2022. V. 28. № 44. P. e202201615. https://doi.org/10.1002/chem.202201615
  16. Tsys K.V., Chegerev M.G., Fukin G.K. et al. // Mendeleev Commun. 2018. V. 28. № 5. P. 527. https://doi.org/10.1016/j.mencom.2018.09.026
  17. Dodonov V.A., Chen W., Zhao Y. et al. // Chem. Eur. J. 2019. V. 25. № 35. P. 8259. https://doi.org/10.1002/chem.201900517
  18. Dodonov V.A., Kushnerova O.A., Baranov E.V. et al. // Dalton Trans. 2021. V. 50. № 25. P. 8899. https://doi.org/10.1039/D1DT01199E
  19. Pankov R.O., Prima D.O., Kostyukovich A.Y. et al. // Dalton Trans. 2023. V. 52. № 13. P. 4122. https://doi.org/10.1039/D2DT03665G
  20. Astakhov A.V., Chernenko A.Y., Kutyrev V.V. et al. // Inorg. Chem. Front. 2023. V. 10. № 1. P. 218. https://doi.org/10.1039/D2QI01832B
  21. Dodonov V.A., Xiao L., Kushnerova O.A. et al. // Chem. Commun. 2020. V. 56. № 54. P. 7475. https://doi.org/10.1039/D0CC03270K
  22. Zhang Y., Dodonov V.A., Chen W. et al. // Inorg. Chem. 2023. V. 62. № 16. P. 6288. https://doi.org/10.1021/acs.inorgchem.2c04297
  23. Dodonov V.A., Skatova A.A., Fedushkin I.L. // Mendeleev Commun. 2022. V. 32. № 5. P. 582. https://doi.org/10.1016/j.mencom.2022.09.004
  24. Dodonov V.A., Sokolov V.G., Baranov E.V. et al. // Inorg. Chem. 2022. V. 61. № 38. P. 14962. https://doi.org/10.1021/acs.inorgchem.2c01296
  25. Krahfuss M.J., Radius U. // Dalton Trans. 2021. V. 50. № 20. P. 6752. https://doi.org/10.1039/D1DT00617G
  26. Arsenyeva K.V., Pashanova K.I., Trofimova O.Y. et al. // New J. Chem. 2021. V. 45. № 26. P. 11758. https://doi.org/10.1039/D1NJ01644J
  27. Arsenyeva K.V., Klimashevskaya A.V., Pashanova K.I. et al. // Appl. Organomet. Chem. 2022. V. 36. № 4. P. e6593. https://doi.org/10.1002/aoc.6593
  28. Shangin P.G., Akyeva A.Y., Vakhrusheva D.M. et al. // Organometallics. 2023. https://doi.org/10.1021/acs.organomet.2c0060
  29. Rzhevskiy S.A., Philippova A.N., Chesnokov G.A. et al. // Chem. Commun. 2021. V. 57. № 46. P. 5686. https://doi.org/10.1039/D1CC01837J
  30. Bantreil X., Nolan S.P. // Nat. Protoc. 2011. V. 6. № 1. P. 69. https://doi.org/10.1038/nprot.2010.177
  31. Cazin C.S.J. (Ed.) // N-Heterocyclic Carbenes in Transition Metal Catalysis and Organocatalysis. Dordrecht: Springer, 2011. 220 p.
  32. Jayaraj A., Raveedran A.V., Latha A.T. et al. // Coord. Chem. Rev. 2023. V. 478. P. 214922. https://doi.org/10.1016/j.ccr.2022.21492
  33. Nair P.P., Jayaraj A., Swamy C.A. // ChemistrySelect. 2022. V. 7. № 4. P. e202103517. https://doi.org/10.1002/slct.20210351
  34. Simler T., Danopoulos A.A., Braunstein P. // Compr. Organomet. Chem. IV. Oxford: Elsevier, 2022. P. 632. https://doi.org/10.1016/B978-0-12-820206-7.00109-8
  35. Bera S.S., Szostak M. // ACS Catal. 2022. V. 12. № 5. P. 3111. https://doi.org/10.1021/acscatal.1c05869
  36. Epping R.F.J., Vesseur D., Zhou M. et al. // ACS Catal. 2023. P. 5428. https://doi.org/10.1021/acscatal.3c00591
  37. Mercs L., Albrecht M. // Chem. Soc. Rev. 2010. V. 39. № 6. P. 1903. https://doi.org/10.1039/B902238B
  38. Oehninger L., Rubbiani R., Ott I. // Dalton Trans. 2013. V. 42. № 10. P. 3269. https://doi.org/10.1039/C2DT32617
  39. Liu W., Gust R. // Coord. Chem. Rev. 2016. V. 329. P. 191. https://doi.org/10.1016/j.ccr.2016.09.004
  40. Mora M., Gimeno M.C., Visbal R. // Chem. Soc. Rev. 2019. V. 48. № 2. P. 447. https://doi.org/10.1039/C8CS00570
  41. Wang D., Leng X., Ye S. et al. // J. Am. Chem. Soc. 2019. V. 141. № 19. P. 7731. https://doi.org/10.1021/jacs.9b03726
  42. Sinha N., Pfund B., Wegeberg C. et al. // J. Am. Chem. Soc. 2022. V. 144. № 22. P. 9859. https://doi.org/10.1021/jacs.2c02592
  43. Smith J.M., Long J.R. // Inorg. Chem. 2010. V. 49. № 23. P. 11223. https://doi.org/10.1021/ic1018407
  44. Zolnhofer E.M., Käß M., Khusniyarov M.M. et al. // J. Am. Chem. Soc. 2014. V. 136. № 42. P. 15072. https://doi.org/10.1021/ja508144j
  45. Nikolaevskii S.A., Petrov P.A., Sukhikh T.S. et al. // Inorg. Chim. Acta. 2020. V. 508. P. 119643. https://doi.org/10.1016/j.ica.2020.119643
  46. Bellan E.V., Poddel’sky A.I., Protasenko N.A. et al. // ChemistrySelect. 2016. V. 1. № 11. P. 2988. https://doi.org/10.1002/slct.201600506
  47. Massard A., Braunstein P., Danopoulos A.A. et al. // Organometallics. 2015. V. 34. № 11. P. 2429. https://doi.org/10.1021/om501178p
  48. Yambulatov D.S., Petrov P.A., Nelyubina Y.V. et al. // Mendeleev Commun. 2020. V. 30. № 3. P. 293. https://doi.org/10.1016/j.mencom.2020.05.010
  49. Yambulatov D.S., Nikolaevskii S.A., Shmelev M.A. et al. // Mendeleev Commun. 2021. V. 31. № 5. P. 624. https://doi.org/10.1016/j.mencom.2021.09.011
  50. Danopoulos A.A., Braunstein P., Monakhov K.Y. et al. // Dalton Trans. 2017. V. 46. № 4. P. 1163. https://doi.org/10.1039/C6DT03565E
  51. Meng Y.-S., Jiang S.-D., Wang B.-W. et al. // Acc. Chem. Res. 2016. V. 49. № 11. P. 2381. https://doi.org/10.1021/acs.accounts.6b00222
  52. Meng Y.-S., Mo Z., Wang B.-W. et al. // Chem. Sci. 2015. V. 6. № 12. P. 7156. https://doi.org/10.1039/C5SC02611C
  53. Yao X.-N., Du J.-Z., Zhang Y.-Q. et al. // J. Am. Chem. Soc. 2017. V. 139. № 1. P. 373. https://doi.org/10.1021/jacs.6b11043
  54. Ghadwal R.S., Reichmann S.O., Herbst-Irmer R. // Chem. Eur. J. 2015. V. 21. № 11. P. 4247. https://doi.org/10.1002/chem.20140592
  55. Gordon A.J., Ford R.A. // The Chemist’s Companion: A Handbook of Practical Data, Techniques, and References. N.Y.: Wiley, 1972.
  56. Petrov P.A., Smolentsev A.I., Bogomyakov A.S. et al. // Polyhedron. 2017. V. 129. P. 60. https://doi.org/10.1016/j.poly.2017.03.033
  57. Apex3 Software Suite: Apex3, SADABS-2016/2 and SAINT. Version 2018.7-2. Madison, WI: Bruker AXS Inc., 2017.
  58. Sheldrick G.M. // Acta Crystallogr., Sect. A. 2015. V. 71. № 1. P. 3. https://doi.org/10.1107/S2053273314026370
  59. Sheldrick G.M. // Acta Crystallogr., Sect. C. 2015. V. 71. № 1. P. 3. https://doi.org/10.1107/S2053229614024218
  60. 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
  61. Frisch M.J., Trucks G.W., Schlegel H.B. et al. Wallingford CT 2016. P. Gaussian 16.
  62. Becke A.D. // J. Chem. Phys. 1993. V. 98. № 2. P. 1372. https://doi.org/10.1063/1.464304
  63. Noodleman L. // J. Chem. Phys. 1981. V. 74. № 10. P. 5737. https://doi.org/10.1063/1.440939
  64. Shoji M., Koizumi K., Kitagawa Y. et al. // Chem. Phys. Lett. 2006. V. 432. № 1. P. 343. https://doi.org/10.1016/j.cplett.2006.10.023
  65. Minyaev R.M. // Russ. Chem. Rev. 1994. V. 63. № 11. P. 883. https://doi.org/10.1070/RC1994v063n11ABEH000124 Миняев Р.М. // Успехи химии. 1994. Т. 63. № 11. С. 939.
  66. Chemcraft, version 1.8 2014. http://www.chemcraftprog.com
  67. Петров П.А., Николаевский С.А., Ямбулатов Д.С. и др. // Коорд. химия. 2023. Т. 49. № 7. С. 398.https://doi.org/10.31857/S0132344X22600527
  68. Olmstead M.M., Sigel G., Hope H. et al. // J. Am. Chem. Soc. 1985. V. 107. № 26. P. 8087. https://doi.org/10.1021/ja00312a049
  69. Kownacki I., Kubicki M., Marciniec B. // Polyhedron. 2001. V. 20. № 24. P. 3015. https://doi.org/10.1016/S0277-5387(01)00914-7
  70. Yoshimitsu S., Hikichi S., Akita M. // Organometallics. 2002. V. 21. № 18. P. 3762. https://doi.org/10.1021/om020268u
  71. Asadi A., Eaborn C., Hill M.S. et al. // J. Organomet. Chem. 2005. V. 690. № 4. P. 944. https://doi.org/10.1016/j.jorganchem.2004.10.043
  72. Ehle S., Brüser V., Lorenz V. et al. // Eur. J. Inorg. Chem. 2013. V. 2013. № 9. P. 1451. https://doi.org/10.1002/ejic.201201060
  73. Matveeva R., Blasius C.K., Wadepohl H. et al. // Dalton Trans. 2021. V. 50. № 20. P. 6802. https://doi.org/10.1039/D1DT00277E
  74. Behrens H. // Adv. Organomet. Chem. 1980. V. 18. P. 1. https://doi.org/10.1016/S0065-3055(08)60305-6
  75. Selikhov A.N., Lapshin I.V., Cherkasov A.V. et al. // Organometallics. 2021. V. 40. № 17. P. 3042. https://doi.org/10.1021/acs.organomet.1c00406

Supplementary files

Supplementary Files
Action
1. JATS XML
2.

Download (22KB)
3.

Download (679KB)
4.

Download (21KB)
5.

Download (26KB)
6.

Download (566KB)
7.

Download (537KB)
8.

Download (64KB)

Copyright (c) 2023 П.А. Петров, С.А. Николаевский, Д.С. Ямбулатов, А.А. Старикова, Т.С. Сухих, М.А. Кискин, М.Н. Соколов, И.Л. Еременко

This website uses cookies

You consent to our cookies if you continue to use our website.

About Cookies