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Synthesis of Cyclometalated Platinum(II) Complex with an Alkynyl-Substituted Isocyanide Ligand, Its Structure and Photophysical Properties

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Abstract

The cyclometalated complex of platinum(II) [Pt(ppy)Cl(CNC6H4CCPh)] with phenylpyridine and [4-(2-phenylethynyl)phenyl]isocyanide ligands has been synthesized from the [Pt(ppy)Cl]2 dimer and CNC6H4CCPh isocyanide with 90% yield. The compound structure has been characterized using mass spectrometry, IR and NMR spectroscopy methods as well as single-crystal X-ray diffraction. The photophysical properties of the complex in a solid phase have been studied.

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REFERENCES

  1. Chen, Y., Lu, W., and Che, C.M., Organometallics, 2013, vol. 32, p. 350. https://doi.org/10.1021/om300965b

    Article  CAS  Google Scholar 

  2. Li, K., Tong, G.S.M., Wan, Q.Y., Cheng, G., Tong, W.Y., Ang, W.H., Kwong, W.L., and Che, C.M., Chem. Sci., 2016, vol. 7, p. 1653. https://doi.org/10.1039/C5SC03766B

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  3. Chi, Y. and Chou, P.T., Chem. Soc. Rev., 2010, vol. 39, p. 638. https://doi.org/10.1039/b916237b

    Article  CAS  PubMed  Google Scholar 

  4. Solomatina, A.I., Krupenya, D.V., Gurzhiy, V.V., Zlatkin, I., Pushkarev, A.P., Bochkarev, M.N., Besley, N.A., Bichoutskaia, E., and Tunik, S.P., Dalton Trans., 2015, vol. 44, p. 7152. https://doi.org/10.1039/c4dt03106g

    Article  CAS  PubMed  Google Scholar 

  5. Solomatina, A.I., Aleksandrova, I.O., Karttunen, A.J., Tunik, S.P., and Koshevoy, I.O., Dalton Trans., 2017, vol. 46, p. 3895. https://doi.org/10.1039/c7dt00349h

    Article  CAS  PubMed  Google Scholar 

  6. Diez, A., Fornies, J., Fuertes, S., Lalinde, E., Larraz, C., Lopez, J.A., Martin, A., Moreno, M.T., and Sicilia, V., Organometallics, 2009, vol. 28, p. 1705. https://doi.org/10.1021/om800845c

    Article  CAS  Google Scholar 

  7. Fornies, J., Sicilia, V., Borja, P., Casas, J.M., Diez, A., Lalinde, E., Larraz, C., Martin, A., and Moreno, M.T., Chem. Asian J., 2012, vol. 7, p. 2813. https://doi.org/10.1002/asia.201200585

    Article  CAS  PubMed  Google Scholar 

  8. Shahsavari, H.R., Aghakhanpour, R.B., HosseinAbadi, M., Haghighi, M.G., Notash, B., and Fereidoonnezhad, M., New J. Chem., 2017, vol. 41, p. 15347. https://doi.org/10.1039/c7nj03110f

    Article  CAS  Google Scholar 

  9. Li, Z., Han, Y., Gao, Z., and Wang, F., ACS Catal., 2017, vol. 7, no. 7, p. 4676. https://doi.org/10.1021/acscatal.7b00709

    Article  CAS  Google Scholar 

  10. Mahmudov, K.T., Kukushkin, V.Y., Gurbanov, A.V., Kinzhalov, M.A., Boyarskiy, V.P., da Silva, M.F.C.G., and Pombeiro, A.J.L., Coord. Chem. Rev., 2019, vol. 384, p. 65. https://doi.org/10.1016/j.ccr.2019.01.002

    Article  CAS  Google Scholar 

  11. Gee, J.C., Fuller, B.A., Lockett, H.-M., Sedghi, G., Robertson, C.M., and Luzyanin, K.V., Chem. Comm., 2018, vol. 54, p. 9450. https://doi.org/10.1039/c8cc04287j

    Article  CAS  PubMed  Google Scholar 

  12. Diez, A., Fornies, J., Larraz, C., Lalinde, E., Lopez, J.A., Martin, A., Moreno, M.T., and Sicilia, V., Inorg. Chem., 2010, vol. 49, p. 3239. https://doi.org/10.1021/ic902094c

    Article  CAS  PubMed  Google Scholar 

  13. Forniés, J., Sicilia, V., Larraz, C., Camerano, J.A., Martín, A., Casas, J.M., and Tsipis, A.C., Organometallics, 2010, vol. 29, p. 1396. https://doi.org/10.1021/om901032v

    Article  CAS  Google Scholar 

  14. Sicilia, V., Fuertes, S., Martín, A., and Palacios, A., Organometallics, 2013, vol. 32, p. 4092. https://doi.org/10.1021/om400159g

    Article  CAS  Google Scholar 

  15. Tritto, E., Chico, R., Ortega, J., Folcia, C.L., Etxebarria, J., Coco, S., and Espinet, P., J. Mater. Chem. (C), 2015, vol. 3, p. 9385. https://doi.org/10.1039/c5tc01802a

    Article  CAS  Google Scholar 

  16. Wang, H., Bisoyi, H.K., Wang, L., Urbas, A.M., Bunning, T.J., and Li, Q., Angew. Chem. Int. Ed., 2018, vol. 57, p. 1627. https://doi.org/10.1002/anie.201712781

    Article  CAS  Google Scholar 

  17. Choi, S.J., Kuwabara, J., Nishimura, Y., Arai, T., and Kanbara, T., Chem. Lett., 2012, vol. 41, p. 65. https://doi.org/10.1246/cl.2012.65

    Article  CAS  Google Scholar 

  18. Boterashvili, M., Lahav, M., Shankar, S., Facchetti, A., and van der Boom, M.E., J. Am. Chem. Soc., 2014, vol. 136, p. 11926. https://doi.org/10.1021/ja5066587

    Article  CAS  PubMed  Google Scholar 

  19. Zhang, X., Li, B., Chen, Z.H., and Chen, Z.N., J. Mater. Chem., 2012, vol. 22, p. 11427. https://doi.org/10.1039/c2jm30394a

    Article  CAS  Google Scholar 

  20. Katkova, S.A., Mikherdov, A.S., Kinzhalov, M.A., Novikov, A.S., Zolotarev, A.A., Boyarskiy, V.P., and Kukushkin, V.Yu., Chem. Eur. J., 2019, vol. 25, p. 8590. https://doi.org/10.1002/chem.201901187

    Article  CAS  Google Scholar 

  21. Mikherdov, A.S., Kinzhalov, M.A., Novikov, A.S., Boyarskiy, V.P., Boyarskaya, I.A., Dar’in, D.V., Starova, G.L., and Kukushkin, V.Yu., J. Am. Chem. Soc., 2016, vol. 138, p. 14129. https://doi.org/10.1021/jacs.6b09133

    Article  CAS  PubMed  Google Scholar 

  22. Kinzhalov, M.A., Kashina, M.V., Mikherdov, A.S., Mozheeva, E.A., Novikov, A.S., Smirnov, A.S., and Luzyanin, K.V., Angew. Chem. Int. Ed., 2018, vol. 57, p. 12785. https://doi.org/10.1002/anie.201807642

    Article  CAS  Google Scholar 

  23. Ivanov, D.M., Kirina, Y.V., Novikov, A.S., Starova, G.L., and Kukushkin, V.Y., J. Mol. Struct., 2016, vol. 1104, p. 19. https://doi.org/10.1016/j.molstruc.2015.09.027

    Article  CAS  Google Scholar 

  24. Bikbaeva, Z.M., Ivanov, D.M., Novikov, A.S., Ananyev, I.V., Bokach, N.A., and Kukushkin, V.Yu., Inorg. Chem., 2017, vol. 56, p. 13562. https://doi.org/10.1021/acs.inorgchem.7b02224

    Article  CAS  PubMed  Google Scholar 

  25. Christopherson, J.C., Topic, F., Barrett, C.J., and Friscic, T., Cryst. Growth Des., 2018, vol. 19, p. 1245. https://doi.org/10.1021/acs.cgd.7b01445

    Article  CAS  Google Scholar 

  26. Cavallo, G., Metrangolo, P., Pilati, T., Resnati, G., and Terraneo, G., Cryst. Growth Des., 2014, vol. 14, p. 2697. https://doi.org/10.1021/cg5001717

    Article  CAS  Google Scholar 

  27. Kinzhalov, M.A., Kashina, M.V., Mikherdov, A.S., Katkova, S.A., and Suslonov, V.V., Russ. J. Gen. Chem., 2018, vol. 88, p. 1180. https://doi.org/10.1134/s107036321806021x

    Article  CAS  Google Scholar 

  28. Kinzhalov, M.A., Zolotarev, A.A., and Boyarskiy, V.P., J. Struct. Chem., 2016, vol. 57, p. 822. https://doi.org/10.1134/s0022476616040302

    Article  CAS  Google Scholar 

  29. Kinzhalov, M.A., Timofeeva, S.A., Luzyanin, K.V., Boyarskiy, V.P., Yakimanskiy, A.A., Haukka, M., and Kukushkin, V.Y., Organometallics, 2016, vol. 35, p. 218. https://doi.org/10.1021/acs.organomet.5b00936

    Article  CAS  Google Scholar 

  30. Pawlak, T., Niedzielska, D., Vicha, J., Marek, R., and Pazderski, L., J. Organomet. Chem., 2014, vol. 759, p. 58. https://doi.org/10.1016/j.jorganchem.2014.02.016

    Article  CAS  Google Scholar 

  31. Pazderski, L., Pawlak, T., Sitkowski, J., Kozerski, L., and Szlyk, E., Magn. Reson. Chem., 2009, vol. 47, p. 932. https://doi.org/10.1002/mrc.2491

    Article  CAS  PubMed  Google Scholar 

  32. Mikherdov, A.S., Tiuftiakov, N.Yu., Polukeev, V.A., and Boyarskii, V.P., Russ. J. Gen. Chem., 2018, vol. 88, no. 4, p. 713. https://doi.org/10.1134/S1070363218040151

    Article  CAS  Google Scholar 

  33. Mikherdov, A.S., Orekhova, Yu.A., and Boyarskii, V.P., Russ. J. Gen. Chem., 2018, vol. 88, no. 10, p. 2119. https://doi.org/10.1134/S1070363218100158

    Article  CAS  Google Scholar 

  34. Stephens, P.J., Devlin, F.J., Chabalowski, C.F., and Frisch, M.J., J. Phys. Chem., 1994, vol. 98, vol. 11623. https://doi.org/10.1021/j100096a001

  35. Sluch, I.M., Miranda, A.J., Elbjeirami, O., Omary, M.A., and Slaughter, L.M, Inorg. Chem., 2012, vol. 51, p. 10728. https://doi.org/10.1021/ic301104a

    Article  CAS  PubMed  Google Scholar 

  36. McKinnon, J.J., Jayatilaka, D., and Spackman, M.A., Chem. Commun., 2007, p. 3814. https://doi.org/10.1039/b704980c

  37. Kinzhalov, M.A., Katkova, S.A., Doronina, E.P., Novikov, A.S., Eliseev, I.I., Ilichev, V.A., Kukinov, A.A., Starova, G.L., and Bokach, N.A., Z. Kristallogr. Cryst. Mater., 2018, vol. 233, p. 795. https://doi.org/10.1515/zkri-2018-2075

    Article  CAS  Google Scholar 

  38. Sicilia, V., Fornies, J., Casas, J.M., Martin, A., Lopez, J.A., Larraz, C., Borja, P., Ovejero, C., Tordera, D., and Bolink, H., Inorg. Chem., 2012, vol. 51, p. 3427. https://doi.org/10.1021/ic201910t

    Article  CAS  PubMed  Google Scholar 

  39. Saegusa, T., Kobayash.S, Ito, Y., and Yasuda, N., J. Am. Chem. Soc., 1968, vol. 90, p. 4182. https://doi.org/10.1021/ja01017a061

    Article  CAS  Google Scholar 

  40. Chu, C., Ayres, J.A., Stefanescu, D.M., Walker, B.R., Gorman, C.B., and Parsons, G.N., J. Phys. Chem. C., 2007, vol. 111, p. 8080. https://doi.org/10.1021/jp065377r

    Article  CAS  Google Scholar 

  41. Palatinus, L. and Chapuis, G., J. Appl. Crystallograllogr., 2007, vol. 40, p. 786. https://doi.org/10.1107/s0021889807029238

    Article  CAS  Google Scholar 

  42. Sheldrick, G.M., Acta Crystallogr., 2008, vol. 64, no. 1, p. 112. https://doi.org/10.1107/S0108767307043930

    Article  CAS  Google Scholar 

  43. Dolomanov, O.V., Bourhis, L.J., Gildea, R.J., Howard, J.A.K., and Puschmann, H., J. Appl. Crystallogr., 2009, vol. 42, p. 339. https://doi.org/10.1107/S0021889808042726

    Article  CAS  Google Scholar 

  44. CrysAlisPro, A.T., Version 1.171.36.20 (release 27-06- 2012).

  45. Bondi, A., J. Phys. Chem., 1964, vol. 68, p. 441. https://doi.org/10.1021/j100881a503

    Article  CAS  Google Scholar 

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Funding

This study was financially supported by the Russian Foundation for Basic Research (grant no. 18-03-00119, synthesis of isocyanide ligand) and the Science Council of President of RF (grant MK-1476.2019.3, synthesis of platinum complex and study of its photophysical properties) and performed using the equipment of the St. Petersburg State University Resource Centers: Center for Magnetic Resonance, Center for X-ray Diffraction Studies, Center for Chemical Analysis and Materials Research, Centre for Optical and Laser Materials Research, and Chemistry Educational Centre.

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  1. St. Petersburg State University, 199034, St. Petersburg, Russia

    S. A. Katkova, A. A. Leshchev, A. S. Mikherdov & M. A. Kinzhalov

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  1. S. A. Katkova
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  2. A. A. Leshchev
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  3. A. S. Mikherdov
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  4. M. A. Kinzhalov
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Correspondence to S. A. Katkova.

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Katkova, S.A., Leshchev, A.A., Mikherdov, A.S. et al. Synthesis of Cyclometalated Platinum(II) Complex with an Alkynyl-Substituted Isocyanide Ligand, Its Structure and Photophysical Properties. Russ J Gen Chem 90, 648–654 (2020). https://doi.org/10.1134/S1070363220040143

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