Synthesis, characterization and X-ray crystal structure of an allyloxo functionalized nonsymmetric nickel coordination complex based on N2O2 chelating ferrocenyl ligand

Alexander Trujillo, Mauricio Fuentealba, David Carrillo, Carolina Manzur, Jean René Hamon

Resultado de la investigación: Article

18 Citas (Scopus)

Resumen

The synthesis of the new air and thermally stable orange neutral dinuclear iron-nickel unsymmetrical Schiff base complex, [8-(2-oxo,5-allyloxo-phenyl)-4,7-diaza-3-methyl-1-ferrocenyl-1-one-octa-1,3,7-trienato]nickel(II) (2), was achieved via the Williamson coupling reaction between the 2-oxo,5-hydroxyphenyl precursor 1 and allyl chloride in the presence of base. Complex 2 was isolated in 68% yield and characterized by IR, UV-Vis, 1H and 13C NMR spectroscopy, HRMS and authenticated by a single crystal X-ray diffraction analysis. The organometallic/inorganic hybrid complex 2 consists in a ferrocenyl fragment linked to a classical Werner-type complex made of an unsymmetrical quadridentate N2O2 Schiff base ligand with a pendant allyl ether functionality as a potential anchoring group. The Ni(II) center displays a square-planar geometry with the nitrogen and oxygen atoms occupying mutually trans positions. The structure of 2 · H2O shows that the water crystallization molecule interacts through two distinct intermolecular hydrogen bonds with the two oxygen atoms of the tetradentate N2O2 acyclic chelating ligand, forming in the solid state, a distorted six-membered ring.

Idioma originalEnglish
Páginas (desde-hasta)1435-1440
Número de páginas6
PublicaciónJournal of Organometallic Chemistry
Volumen694
N.º9-10
DOI
EstadoPublished - 15 abr 2009

Huella dactilar

Schiff Bases
Coordination Complexes
Chelation
Nickel
imines
oxygen atoms
Crystal structure
Ligands
X-Rays
nickel
Oxygen
X rays
Atoms
ligands
crystal structure
Organometallics
synthesis
Crystallization
X-Ray Diffraction
Ether

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

Citar esto

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title = "Synthesis, characterization and X-ray crystal structure of an allyloxo functionalized nonsymmetric nickel coordination complex based on N2O2 chelating ferrocenyl ligand",
abstract = "The synthesis of the new air and thermally stable orange neutral dinuclear iron-nickel unsymmetrical Schiff base complex, [8-(2-oxo,5-allyloxo-phenyl)-4,7-diaza-3-methyl-1-ferrocenyl-1-one-octa-1,3,7-trienato]nickel(II) (2), was achieved via the Williamson coupling reaction between the 2-oxo,5-hydroxyphenyl precursor 1 and allyl chloride in the presence of base. Complex 2 was isolated in 68{\%} yield and characterized by IR, UV-Vis, 1H and 13C NMR spectroscopy, HRMS and authenticated by a single crystal X-ray diffraction analysis. The organometallic/inorganic hybrid complex 2 consists in a ferrocenyl fragment linked to a classical Werner-type complex made of an unsymmetrical quadridentate N2O2 Schiff base ligand with a pendant allyl ether functionality as a potential anchoring group. The Ni(II) center displays a square-planar geometry with the nitrogen and oxygen atoms occupying mutually trans positions. The structure of 2 · H2O shows that the water crystallization molecule interacts through two distinct intermolecular hydrogen bonds with the two oxygen atoms of the tetradentate N2O2 acyclic chelating ligand, forming in the solid state, a distorted six-membered ring.",
keywords = "Asymmetric Schiff base complex, Crystal structure, Ferrocenyl, NO ligand, Nickel complex, Williamson reaction",
author = "Alexander Trujillo and Mauricio Fuentealba and David Carrillo and Carolina Manzur and Hamon, {Jean Ren{\'e}}",
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language = "English",
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Synthesis, characterization and X-ray crystal structure of an allyloxo functionalized nonsymmetric nickel coordination complex based on N2O2 chelating ferrocenyl ligand. / Trujillo, Alexander; Fuentealba, Mauricio; Carrillo, David; Manzur, Carolina; Hamon, Jean René.

En: Journal of Organometallic Chemistry, Vol. 694, N.º 9-10, 15.04.2009, p. 1435-1440.

Resultado de la investigación: Article

TY - JOUR

T1 - Synthesis, characterization and X-ray crystal structure of an allyloxo functionalized nonsymmetric nickel coordination complex based on N2O2 chelating ferrocenyl ligand

AU - Trujillo, Alexander

AU - Fuentealba, Mauricio

AU - Carrillo, David

AU - Manzur, Carolina

AU - Hamon, Jean René

PY - 2009/4/15

Y1 - 2009/4/15

N2 - The synthesis of the new air and thermally stable orange neutral dinuclear iron-nickel unsymmetrical Schiff base complex, [8-(2-oxo,5-allyloxo-phenyl)-4,7-diaza-3-methyl-1-ferrocenyl-1-one-octa-1,3,7-trienato]nickel(II) (2), was achieved via the Williamson coupling reaction between the 2-oxo,5-hydroxyphenyl precursor 1 and allyl chloride in the presence of base. Complex 2 was isolated in 68% yield and characterized by IR, UV-Vis, 1H and 13C NMR spectroscopy, HRMS and authenticated by a single crystal X-ray diffraction analysis. The organometallic/inorganic hybrid complex 2 consists in a ferrocenyl fragment linked to a classical Werner-type complex made of an unsymmetrical quadridentate N2O2 Schiff base ligand with a pendant allyl ether functionality as a potential anchoring group. The Ni(II) center displays a square-planar geometry with the nitrogen and oxygen atoms occupying mutually trans positions. The structure of 2 · H2O shows that the water crystallization molecule interacts through two distinct intermolecular hydrogen bonds with the two oxygen atoms of the tetradentate N2O2 acyclic chelating ligand, forming in the solid state, a distorted six-membered ring.

AB - The synthesis of the new air and thermally stable orange neutral dinuclear iron-nickel unsymmetrical Schiff base complex, [8-(2-oxo,5-allyloxo-phenyl)-4,7-diaza-3-methyl-1-ferrocenyl-1-one-octa-1,3,7-trienato]nickel(II) (2), was achieved via the Williamson coupling reaction between the 2-oxo,5-hydroxyphenyl precursor 1 and allyl chloride in the presence of base. Complex 2 was isolated in 68% yield and characterized by IR, UV-Vis, 1H and 13C NMR spectroscopy, HRMS and authenticated by a single crystal X-ray diffraction analysis. The organometallic/inorganic hybrid complex 2 consists in a ferrocenyl fragment linked to a classical Werner-type complex made of an unsymmetrical quadridentate N2O2 Schiff base ligand with a pendant allyl ether functionality as a potential anchoring group. The Ni(II) center displays a square-planar geometry with the nitrogen and oxygen atoms occupying mutually trans positions. The structure of 2 · H2O shows that the water crystallization molecule interacts through two distinct intermolecular hydrogen bonds with the two oxygen atoms of the tetradentate N2O2 acyclic chelating ligand, forming in the solid state, a distorted six-membered ring.

KW - Asymmetric Schiff base complex

KW - Crystal structure

KW - Ferrocenyl

KW - NO ligand

KW - Nickel complex

KW - Williamson reaction

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U2 - 10.1016/j.jorganchem.2008.12.036

DO - 10.1016/j.jorganchem.2008.12.036

M3 - Article

AN - SCOPUS:62849096544

VL - 694

SP - 1435

EP - 1440

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

SN - 0022-328X

IS - 9-10

ER -