Diketimine




Diketimines are a family of ligands and ligand precursors derived from 1,2- and 1,3-dicatalysis, 1,2-diketimines and 1,3-diketimines.

Preparation

Main article: Imine

Diketimines are prepared by conventional anilines, require prolonged reaction times.[1] 1,3-Diketimines are often referred to as "HNacNac," a modification of the abbreviation Hacac used for α,β-diketones. These species can exist as a mixture of two tautomers.

 

Coordination complexes

The 1,2-diketimine ligands, also called α-diimines, include glyoximate, and 9,10-phenanthrolene ligands.

 

Deprotonation of HNacNac compounds affords anionic bidentate LiCl. In some cases, HNacNac’s also serve as charge-neutral 1,3-diimine ligands.

1,2-Diketimines, but not the 1,3-diketimines, are “dithiolenes.

Uses

Substituted α-diimine and NacNac ligands are useful in the preparation of so-called polymerization and copolymerization of ethylene and alkenes.[4][1]

References

  1. ^ a b Feldman, J.; McLain, S. J.; Parthasarathy, A.; Marshall, W. J.; Calabrese, J. C.; Arthur, S. D. “Electrophilic Metal Precursors and α-Diimine Ligand for Nickel(II)- and Palladium(II)-Catalyzed Ethylene Polymerization” Organometallics 1997 volume 16, pages 1514-1516. doi:10.1021/om960968x
  2. ^ Bourget-Merle, L.; Lappert, M. F.; Severn, J. R. “The Chemistry of -Diketiminatometal Complexes” Chemical Reviews 2002, volume 102, pages 3031-3066. doi:10.1021/cr010424r
  3. ^ Qian, B.; Ward, D. L.; Smith, M.R. Synthesis, Structure, and Reactivity of β-Diketiminato Aluminum Complexes Organometallics; 1998;17, pp 3070 - 3076.
  4. ^ Ittel, S. D.; Johnson, L. K.; Brookhart, M. “Late-Metal Catalysts for Ethylene Homo- and Copolymerization” Chemical Reviews 2000, volume 100, pages 1169-1203. doi:10.1021/cr9804644
 
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