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The [M(cod)(PPh$_3)_2] PF_6$ (M = Rh, Ir; cod = 1,5-cyclooctadiene) Mediated Activiation of Aldehyde C-H Bond

  • Ko, Jae-Jung (Department of Chemical Education, Korea National University of Education) ;
  • Joo, Wan-Chul (Department of Chemistry, Sungkyunkwan University)
  • Published : 1987.10.20

Abstract

Acetone solution of quinoline-8-carbaldehyde reacts with $[Rh(cod)(PPh_3)_2] PF_6$and $[Ir(cod)(PPh_3)_2] PF_6$ to yield $[Rh(NC_9H_6CO)(H)(PPh_3)_2(CH_3COCH_3)] PF_6$ (1) and $[Ir(NC_9H_6CO)(H)(PPh_3)_2(CH_3COCH_3)] PF_6$ (2), respectively. The compound $[Ir(cod)(PPh_3)_2] PF_6$ also reacts with $Ph_2PC_6H_4-o-CHO$ in the acetone / $H_2O$ mixture to give $[Ir(Ph_2PC_6H_4-o-CO)(H)(PPh_3)_2(CH_3COCH_3)] PF_6$ (3). Compounds 1, 2, and 3 were characterized by infrared, $^1H$ NMR, $^{31}P$ NMR spectra and conductivity measurement. The $^1H$ NMR spectra of 1, 2, and 3 support the presence of a terminal hydride that is cis to the phosphine. The IR band of 3 at 2185 $cm^{-1}$, which is assigned to $\nu$(Ir-H), and the hydride cleavage reaction of 3 with $CCl_4$, provide evidence for the Ir-H bond.

Keywords

References

  1. J. Mol. Catal. v.4 G. W. Parshall
  2. Chem. Eng. New. v.54
  3. J. Organometal. Chem. v.284 Jae J. Ko;W. H. Lee;P. G. Williard;W. M. Risen
  4. Bull. Kor. Chem. Soc. v.7 Jae J. Ko;W. C. Joo;Y. K. Kong
  5. J. Chem. Soc., Dalton Trans. L. M. Haines;E. Singleton
  6. J. Amr. Chem. Soc. v.93 R. R. Schrock;J. A. Osborn
  7. J. Amr. Chem. Soc. v.91 J. R. Shapley;R. R. Schrock;J. A. Osborn
  8. J. Organomet. Chem. v.243 C. G. Anklin;P. S. Pregosin
  9. Liebigs Ann. Chem. G. P. Schiemenz;H. Kaack
  10. J. Organomet. Chem. R. Ros
  11. J. Chem. Soc. Chem. Comm. M. Green;J. A. K. Howard;J. Proud;J. L. Spencer;F. G. A. Stone
  12. J. Chem. Soc. Dalton M. Ciriano;M. Green;J. A. K. Howard;J. Proud;J. Spencer;J. L. Spencer;F. G. A. Stone;C. A. Tsipis
  13. J. Amr. Chem. Soc. v.100 J. W. Suggs
  14. J. Chem. Soc., Perkin Trans. v.1 A. M. Abeysekera;R. Grigg;J. T. Grimshaw;V. Viswanatha
  15. Infrared and Raman Spectra of Inorganic and Coordination Compounds K. Nakamoto
  16. J. Am. Chem. Soc. v.101 T. B. Rauchfus
  17. Inorg. Chem. v.22 R. H. Crabtree;R. J. Vriate
  18. Organometallics v.1 R. H. Crabtree;J. W. Faller;M. F. Mellea;J. M. Quirk
  19. Inorg. Chem. v.26 J. Wu;M. K. Reinking;P. E. Fanwick;C. P. Kubiak

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