Characterization and Crystal Structure of Nickel Complexes of Imine Oximes Containing Tautomerized Enolate Ligands

James D. Martin, Khalil A. Abboud, Klaus Hermann Dahmen

Research output: Contribution to journalArticle

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Abstract

The nickel (II) complexes 3-hydroxy-3-penten-2-one oximato-N,O(3-methylimino-2-pentanone oximato-N,N′)nickel(II), Ni(pen)(mei); 3-hydroxy-3-penten-2-one oximato-N,O(3-ethylimino-2-pentanone oximato-N,N′)nickel(II), Ni(pen)(eti); 4-hydroxy-4-hexen-3-one oximato-N,O(4-methylimino-3-hexanone oximato-N,N′)nickel(II), Ni(hex)(mei); and 4-hydroxy-4-hexen-3-one oximato-N,O(4-ethylimino-3-hexanone oximato-N,N′)nickel(II), Ni(hex)(eti) have been synthesized from the corresponding alkyldione monoximes and amines and characterised by NMR, IR, MS, and elemental analysis. The latter three complexes have not been previously reported, and the characterization shows their structure to be contrary to that reported for Ni(pen)(mei) in earlier literature. Their formation suggests two separate courses of the alkyldione monoxime: reaction with amine to form the imine and keto/enol tautomerization. The crystal structure of Ni(hex)(eti) has been determined: monoclinic, P2(1)/n, a = 8.2350(1) Å, b = 14.0895(2) Å, c = 13.7965(1) Å, β = 95.964(1)°, with four molecules per unit cell. The reactivity of the complexes is explained based on the crystal structure and 1H NMR data.

Original languageEnglish
Pages (from-to)5811-5815
Number of pages5
JournalInorganic Chemistry
Volume37
Issue number22
Publication statusPublished - 1 Dec 1998
Externally publishedYes

Fingerprint

Imines
Oximes
Nickel
imines
pens
Crystal structure
nickel
Hexanones
Ligands
ligands
crystal structure
pentanone
Amines
amines
Nuclear magnetic resonance
nuclear magnetic resonance
reactivity
Molecules
cells
Chemical analysis

ASJC Scopus subject areas

  • Inorganic Chemistry

Cite this

Characterization and Crystal Structure of Nickel Complexes of Imine Oximes Containing Tautomerized Enolate Ligands. / Martin, James D.; Abboud, Khalil A.; Dahmen, Klaus Hermann.

In: Inorganic Chemistry, Vol. 37, No. 22, 01.12.1998, p. 5811-5815.

Research output: Contribution to journalArticle

Martin, James D. ; Abboud, Khalil A. ; Dahmen, Klaus Hermann. / Characterization and Crystal Structure of Nickel Complexes of Imine Oximes Containing Tautomerized Enolate Ligands. In: Inorganic Chemistry. 1998 ; Vol. 37, No. 22. pp. 5811-5815.
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abstract = "The nickel (II) complexes 3-hydroxy-3-penten-2-one oximato-N,O(3-methylimino-2-pentanone oximato-N,N′)nickel(II), Ni(pen)(mei); 3-hydroxy-3-penten-2-one oximato-N,O(3-ethylimino-2-pentanone oximato-N,N′)nickel(II), Ni(pen)(eti); 4-hydroxy-4-hexen-3-one oximato-N,O(4-methylimino-3-hexanone oximato-N,N′)nickel(II), Ni(hex)(mei); and 4-hydroxy-4-hexen-3-one oximato-N,O(4-ethylimino-3-hexanone oximato-N,N′)nickel(II), Ni(hex)(eti) have been synthesized from the corresponding alkyldione monoximes and amines and characterised by NMR, IR, MS, and elemental analysis. The latter three complexes have not been previously reported, and the characterization shows their structure to be contrary to that reported for Ni(pen)(mei) in earlier literature. Their formation suggests two separate courses of the alkyldione monoxime: reaction with amine to form the imine and keto/enol tautomerization. The crystal structure of Ni(hex)(eti) has been determined: monoclinic, P2(1)/n, a = 8.2350(1) {\AA}, b = 14.0895(2) {\AA}, c = 13.7965(1) {\AA}, β = 95.964(1)°, with four molecules per unit cell. The reactivity of the complexes is explained based on the crystal structure and 1H NMR data.",
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AB - The nickel (II) complexes 3-hydroxy-3-penten-2-one oximato-N,O(3-methylimino-2-pentanone oximato-N,N′)nickel(II), Ni(pen)(mei); 3-hydroxy-3-penten-2-one oximato-N,O(3-ethylimino-2-pentanone oximato-N,N′)nickel(II), Ni(pen)(eti); 4-hydroxy-4-hexen-3-one oximato-N,O(4-methylimino-3-hexanone oximato-N,N′)nickel(II), Ni(hex)(mei); and 4-hydroxy-4-hexen-3-one oximato-N,O(4-ethylimino-3-hexanone oximato-N,N′)nickel(II), Ni(hex)(eti) have been synthesized from the corresponding alkyldione monoximes and amines and characterised by NMR, IR, MS, and elemental analysis. The latter three complexes have not been previously reported, and the characterization shows their structure to be contrary to that reported for Ni(pen)(mei) in earlier literature. Their formation suggests two separate courses of the alkyldione monoxime: reaction with amine to form the imine and keto/enol tautomerization. The crystal structure of Ni(hex)(eti) has been determined: monoclinic, P2(1)/n, a = 8.2350(1) Å, b = 14.0895(2) Å, c = 13.7965(1) Å, β = 95.964(1)°, with four molecules per unit cell. The reactivity of the complexes is explained based on the crystal structure and 1H NMR data.

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