DOI QR코드

DOI QR Code

Cyclometalated Platinum(II) Complexes Derived from a Chiral Pyridine Ligand: Synthesis, Structure, and Catalytic Activity

  • Published : 2007.11.20

Abstract

The reactions of mercury(II) chloride with O3S2-donor macrocyclic ligands with (L1) and without (L2) dibenzosubunit afforded respective exo- (1) and endo-coordinated (2) complexes depending on the ring rigidity of the ligands. From the X-ray crystal structures and comparative NMR studies for the complexes 1 and 2, it is confirmed that the resulting species with different coordination modes exist not only in solid state but also in solution state.

Keywords

References

  1. Kleiman, J. P.; Dubeck, M. J. Am. Chem. Soc. 1963, 65, 1544
  2. Campora, J.; Palma, P.; Carmona, E. Coord. Chem. Rev. 1999, 207, 193
  3. Ryabov, A. D.; van Eldik, R.; Le Borgne, G.; Pfeffer, M. Organometallics 1993, 12, 138
  4. Albrecht, M.; Miecznikowski, J. R.; Samuel, A.; Faller, J. W.; Crabtree, R. H. Organometallics 2002, 21, 3596 https://doi.org/10.1021/om020338x
  5. Ares, R.; Lopez-Torres, M.; Fernandez, A.; Teresa Pereira, M.; Suarez, A.; Mosteiro, R.; Fernandez, J. J.; Vila, J. J. Organomet. Chem. 2003, 665, 87 https://doi.org/10.1016/S0022-328X(02)02066-1
  6. Principles and Applications of Organotransition Metal Chemistry; Collman, J. P.; Hegedus, L. S.; Norton, J. R.; Finke, R. G., Eds.; University Science Books: Milley Valley, CA, 1987
  7. Clark, A. M.; Rickard, C. E. F.; Roper, W. R.; Wright, L. J. J. Organomet. Chem. 2000, 598, 262 https://doi.org/10.1016/S0022-328X(99)00724-X
  8. Ritleng, V.; Cirlin, C.; Pfeffer, M. Chem. Rev. 2002, 102, 1731 https://doi.org/10.1021/cr0104330
  9. Ohff, M.; Ohff, A.; Milstein, D. Chem. Comm. 1999, 357
  10. Bedford, R. B.; Cazin, C. J. Chem. Comm. 2001, 1540
  11. Albrecht, M.; van Koten, G. Angew. Chem. Int. Ed. 2001, 40, 3750 https://doi.org/10.1002/1521-3773(20011015)40:20<3750::AID-ANIE3750>3.0.CO;2-6
  12. Kumar, K. N.; Ramesh, R.; Liu, Y. J. Inorg. Biochem. 2006, 100, 18 https://doi.org/10.1016/j.jinorgbio.2005.09.015
  13. Minghetti, G.; Stoccoro, S.; Cinellu, M. A.; Soro, B.; Zucca, A. Organometallics 2003, 22, 4770 https://doi.org/10.1021/om0301583
  14. Anderson, C.; Crespo, M. J. Organomet. Chem. 2004, 689, 1496 https://doi.org/10.1016/j.jorganchem.2004.01.026
  15. Mao, L.; Moiuchi, T.; Sakurai, H.; Fujii, H.; Hirao, T. Tetrahedron Lett. 2005, 46, 8419 https://doi.org/10.1016/j.tetlet.2005.09.120
  16. Crespo, M.; Fant-Bardia, M.; Solans, X. J. Organomet. Chem. 2006, 691, 444 https://doi.org/10.1016/j.jorganchem.2005.09.011
  17. Cope, A. C.; Siekman, R. W. J. Am. Chem. Soc. 1965, 87, 3272 https://doi.org/10.1021/ja01092a063
  18. Gianni, M.; Forster, A.; Hagg, P.; von Zelewsky, A.; Stoeckli-Evans, H. Inorg. Chem. 1996, 35, 4889
  19. Cheung, T. C.; Cheung, K. K.; Peng, S. M.; Che, C. M. Dalton Trans. 1996, 1645
  20. Crespo, M.; Grande, C.; Klein, A. J. Chem. Soc. Dalton Trans. 1999, 1629
  21. Hayoz, P.; von Zelewsky, A. Tetrahedron Lett. 1992, 33, 5165 https://doi.org/10.1016/S0040-4039(00)79123-4
  22. Hayoz, P.; Stoeckli-Evans, A. H.; von Zelewsky, A. J. Chem. Soc. 1993, 115, 5111
  23. Anderson, C.; Crespo, M.; Fant-Bardia, M.; Solans, X. J. Organomet. Chem. 2000, 604, 178
  24. Yoon, M. S.; Ryu, D.; Kim, J.; Ahn, K. H. Organometallics 2006, 25, 2409 https://doi.org/10.1021/om0601246
  25. Chelucci, G.; Pinna, G. A.; Saba, A. Tetrahedron: Asymmetry 1997, 8, 2571 https://doi.org/10.1016/S0957-4166(97)00275-9
  26. Aakeroy, C. B.; Evans, T. A.; Seddon, K. R.; Palinko, I. New J. Chem. 1999, 145
  27. Thallapally, P. K.; Nangia, A. CrystEngComm. 2001, 27, 1
  28. Rivas, J. C. M.; de Roseles, R. T.; Parsons, S. Dalton Trans. 2003, 2156
  29. Kang, Y. S.; Son, J.-H.; Hwang, I.-C.; Ahn, K. H. Polyhedron 2006, 25, 3025 https://doi.org/10.1016/j.poly.2006.05.011
  30. Yoon, M. S.; Ramesh, R.; Kim, J.; Ryu, D.; Ahn, K. H. J. Organomet. Chem. 2006, 691, 5927 https://doi.org/10.1016/j.jorganchem.2006.09.055

Cited by

  1. Enantioselective synthesis of chiral oxazolines from unactivated ketones and isocyanoacetate esters by synergistic silver/organocatalysis vol.54, pp.23, 2018, https://doi.org/10.1039/C8CC00856F
  2. ChemInform Abstract: Cyclometalated Platinum(II) Complexes Derived from a Chiral Pyridine Ligand: Synthesis, Structure, and Catalytic Activity. vol.39, pp.14, 2008, https://doi.org/10.1002/chin.200814035
  3. Bright Sky-Blue Phosphorescence of [n-Bu4N][Pt(4,6-dFppy)(CN)2]: Synthesis, Crystal Structure, and Detailed Photophysical Studies vol.49, pp.17, 2007, https://doi.org/10.1021/ic100851b
  4. Cyclometalated Platinum Complexes with Aggregation-Induced Phosphorescence Emission Behavior and Highly Efficient Electroluminescent Ability vol.30, pp.3, 2007, https://doi.org/10.1021/acs.chemmater.7b04708
  5. Enantioselective Synthesis of 5-Trifluoromethyl-2-oxazolines under Dual Silver/Organocatalysis vol.84, pp.1, 2007, https://doi.org/10.1021/acs.joc.8b02808
  6. 4-Fluoro-Threonine: From Diastereoselective Synthesis to pH-Dependent Conformational Equilibrium in Aqueous Solution vol.6, pp.20, 2007, https://doi.org/10.1021/acsomega.1c01007
  7. Mono-, di- and tri-nuclear PtII(C^N)(N-donor ligand)Cl complexes showing aggregation-induced phosphorescent emission (AIPE) behavior for efficient solution-processed organic light-emitting vol.5, pp.11, 2007, https://doi.org/10.1039/d1qm00172h