Synthesis and characterization of Cu(I) and Cu(II) complexes containing ketiminate ligands

Shih Hsien Hsu, Chen Yi Li, Yi Wen Chiu, Mei Chun Chiu, Yu Ling Lien, Pei Cheng Kuo, Hon Man Lee, Jui-Hsien Huang, Cheu Pyeng Cheng

Research output: Contribution to journalArticle

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Abstract

A series of Cu(I) and Cu(II) complexes containing substituted ketiminate ligands was synthesized. Reaction of CuCl2 with 2 equiv. of Li[OC(Me)CHC(Me)N(Ar)] in toluene generated dark green solid of Cu[OC(Me)CHC(Me)N(Ar)]2 (1). Similarly, Cu(I) complex, {Cu[OC(Me)CHC(Me)N(Ar)]Li[OC(Me)CHC(Me)N(Ar)]}2 (2) was synthesized by reacting 2 equiv. of Li[OC(Me)CHC(Me)N(Ar)] with CuCl in toluene at room temperature for 12 h. While the reaction of CuCl with Li[OC(Me)CHC(Me)N(Ar)] in the presence of triphenylphosphine in THF solution at room temperature, a three-coordinated Cu[OC(Me)CHC(Me)N(Ar)](PPh3) (3) can be isolated in high yield. Replacing the PPh3 of 3 with N-heterocarbene (NHC) generates Cu[OC(Me)CHC(Me)N(Ar)](NHC) (4) in low yield. Complexes 2, 3, and 4 were characterized by 1H and 13C NMR spectroscopies and all molecules were structurally characterized by X-ray diffractometry. Two coordination modes of ketiminate ligands were found in the molecular structure of 2, one of which is copper-coordinated terminal ketiminates and the other is lithium-copper-coordinated bridging ketiminates.

Original languageEnglish
Pages (from-to)5421-5428
Number of pages8
JournalJournal of Organometallic Chemistry
Volume692
Issue number24
DOIs
Publication statusPublished - 2007 Nov 15

Fingerprint

Toluene
toluene
Copper
Ligands
copper
ligands
Temperature
room temperature
synthesis
Molecular Structure
Lithium
X ray diffraction analysis
Molecular structure
Nuclear magnetic resonance spectroscopy
molecular structure
Magnetic Resonance Spectroscopy
lithium
X-Rays
nuclear magnetic resonance
Molecules

All Science Journal Classification (ASJC) codes

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

Cite this

Hsu, S. H., Li, C. Y., Chiu, Y. W., Chiu, M. C., Lien, Y. L., Kuo, P. C., ... Cheng, C. P. (2007). Synthesis and characterization of Cu(I) and Cu(II) complexes containing ketiminate ligands. Journal of Organometallic Chemistry, 692(24), 5421-5428. https://doi.org/10.1016/j.jorganchem.2007.08.028
Hsu, Shih Hsien ; Li, Chen Yi ; Chiu, Yi Wen ; Chiu, Mei Chun ; Lien, Yu Ling ; Kuo, Pei Cheng ; Lee, Hon Man ; Huang, Jui-Hsien ; Cheng, Cheu Pyeng. / Synthesis and characterization of Cu(I) and Cu(II) complexes containing ketiminate ligands. In: Journal of Organometallic Chemistry. 2007 ; Vol. 692, No. 24. pp. 5421-5428.
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abstract = "A series of Cu(I) and Cu(II) complexes containing substituted ketiminate ligands was synthesized. Reaction of CuCl2 with 2 equiv. of Li[OC(Me)CHC(Me)N(Ar)] in toluene generated dark green solid of Cu[OC(Me)CHC(Me)N(Ar)]2 (1). Similarly, Cu(I) complex, {Cu[OC(Me)CHC(Me)N(Ar)]Li[OC(Me)CHC(Me)N(Ar)]}2 (2) was synthesized by reacting 2 equiv. of Li[OC(Me)CHC(Me)N(Ar)] with CuCl in toluene at room temperature for 12 h. While the reaction of CuCl with Li[OC(Me)CHC(Me)N(Ar)] in the presence of triphenylphosphine in THF solution at room temperature, a three-coordinated Cu[OC(Me)CHC(Me)N(Ar)](PPh3) (3) can be isolated in high yield. Replacing the PPh3 of 3 with N-heterocarbene (NHC) generates Cu[OC(Me)CHC(Me)N(Ar)](NHC) (4) in low yield. Complexes 2, 3, and 4 were characterized by 1H and 13C NMR spectroscopies and all molecules were structurally characterized by X-ray diffractometry. Two coordination modes of ketiminate ligands were found in the molecular structure of 2, one of which is copper-coordinated terminal ketiminates and the other is lithium-copper-coordinated bridging ketiminates.",
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Synthesis and characterization of Cu(I) and Cu(II) complexes containing ketiminate ligands. / Hsu, Shih Hsien; Li, Chen Yi; Chiu, Yi Wen; Chiu, Mei Chun; Lien, Yu Ling; Kuo, Pei Cheng; Lee, Hon Man; Huang, Jui-Hsien; Cheng, Cheu Pyeng.

In: Journal of Organometallic Chemistry, Vol. 692, No. 24, 15.11.2007, p. 5421-5428.

Research output: Contribution to journalArticle

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T1 - Synthesis and characterization of Cu(I) and Cu(II) complexes containing ketiminate ligands

AU - Hsu, Shih Hsien

AU - Li, Chen Yi

AU - Chiu, Yi Wen

AU - Chiu, Mei Chun

AU - Lien, Yu Ling

AU - Kuo, Pei Cheng

AU - Lee, Hon Man

AU - Huang, Jui-Hsien

AU - Cheng, Cheu Pyeng

PY - 2007/11/15

Y1 - 2007/11/15

N2 - A series of Cu(I) and Cu(II) complexes containing substituted ketiminate ligands was synthesized. Reaction of CuCl2 with 2 equiv. of Li[OC(Me)CHC(Me)N(Ar)] in toluene generated dark green solid of Cu[OC(Me)CHC(Me)N(Ar)]2 (1). Similarly, Cu(I) complex, {Cu[OC(Me)CHC(Me)N(Ar)]Li[OC(Me)CHC(Me)N(Ar)]}2 (2) was synthesized by reacting 2 equiv. of Li[OC(Me)CHC(Me)N(Ar)] with CuCl in toluene at room temperature for 12 h. While the reaction of CuCl with Li[OC(Me)CHC(Me)N(Ar)] in the presence of triphenylphosphine in THF solution at room temperature, a three-coordinated Cu[OC(Me)CHC(Me)N(Ar)](PPh3) (3) can be isolated in high yield. Replacing the PPh3 of 3 with N-heterocarbene (NHC) generates Cu[OC(Me)CHC(Me)N(Ar)](NHC) (4) in low yield. Complexes 2, 3, and 4 were characterized by 1H and 13C NMR spectroscopies and all molecules were structurally characterized by X-ray diffractometry. Two coordination modes of ketiminate ligands were found in the molecular structure of 2, one of which is copper-coordinated terminal ketiminates and the other is lithium-copper-coordinated bridging ketiminates.

AB - A series of Cu(I) and Cu(II) complexes containing substituted ketiminate ligands was synthesized. Reaction of CuCl2 with 2 equiv. of Li[OC(Me)CHC(Me)N(Ar)] in toluene generated dark green solid of Cu[OC(Me)CHC(Me)N(Ar)]2 (1). Similarly, Cu(I) complex, {Cu[OC(Me)CHC(Me)N(Ar)]Li[OC(Me)CHC(Me)N(Ar)]}2 (2) was synthesized by reacting 2 equiv. of Li[OC(Me)CHC(Me)N(Ar)] with CuCl in toluene at room temperature for 12 h. While the reaction of CuCl with Li[OC(Me)CHC(Me)N(Ar)] in the presence of triphenylphosphine in THF solution at room temperature, a three-coordinated Cu[OC(Me)CHC(Me)N(Ar)](PPh3) (3) can be isolated in high yield. Replacing the PPh3 of 3 with N-heterocarbene (NHC) generates Cu[OC(Me)CHC(Me)N(Ar)](NHC) (4) in low yield. Complexes 2, 3, and 4 were characterized by 1H and 13C NMR spectroscopies and all molecules were structurally characterized by X-ray diffractometry. Two coordination modes of ketiminate ligands were found in the molecular structure of 2, one of which is copper-coordinated terminal ketiminates and the other is lithium-copper-coordinated bridging ketiminates.

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