Aminopropyl-silica gel modified with nickel(II)-phthalocyanine for separation of π-electron rich compounds by high performance liquid chromatography

Masaki Mifune, Midori Onoda, Tsutomu Takatsuki, Takemine Kanai, Akimasa Iwado, Noriko Motohashi, Jun Haginaka, Yutaka Saito

Research output: Contribution to journalArticle

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Abstract

Aminopropyl-silica gels modified with a nickel(II)-phthalocyanine derivative (Ni-PCS(D)) were evaluated as HPLC-stationary phases for the separation of π-electron rich compounds such as polyaromatic hydrocarbons (PAHs) and mutagens. A column packed with Ni-PCS(D) retains some π-electron rich compounds longer than a column packed with copper(II)-phthalocyanine derivatives (Cu-PCS(D)), suggesting that a π-π electron interaction and an additional interaction between Ni-PCS and the compound. On the basis of the retention data of four-ring PAHs, anthracene derivatives and heterocyclic aromatic hydrocarbons, we propose that the additional interaction would be due to an interference of the π- or n-electrons would interact and with the d-orbital of the Ni atom in Ni-PCS. Further, the Ni-PCS(D) column is expected to be superior to the Cu-PCS(D) column for the separations of drugs, mutagens and pollutants which have both π-electrons and ligand atom(s).

Original languageEnglish
Pages (from-to)346-350
Number of pages5
JournalChemical and Pharmaceutical Bulletin
Volume47
Issue number3
Publication statusPublished - Mar 1999

Fingerprint

High performance liquid chromatography
Nickel
High Pressure Liquid Chromatography
Electrons
Mutagens
Hydrocarbons
Derivatives
Aromatic Hydrocarbons
Atoms
Copper
phthalocyanine
aminopropyl silica gel
Ligands
Pharmaceutical Preparations

Keywords

  • π-π electron interaction
  • π-d electron interaction
  • HPLC
  • Nickel(II)-phthalocyanine

ASJC Scopus subject areas

  • Chemistry(all)
  • Organic Chemistry
  • Drug Discovery
  • Pharmacology

Cite this

Aminopropyl-silica gel modified with nickel(II)-phthalocyanine for separation of π-electron rich compounds by high performance liquid chromatography. / Mifune, Masaki; Onoda, Midori; Takatsuki, Tsutomu; Kanai, Takemine; Iwado, Akimasa; Motohashi, Noriko; Haginaka, Jun; Saito, Yutaka.

In: Chemical and Pharmaceutical Bulletin, Vol. 47, No. 3, 03.1999, p. 346-350.

Research output: Contribution to journalArticle

Mifune, Masaki ; Onoda, Midori ; Takatsuki, Tsutomu ; Kanai, Takemine ; Iwado, Akimasa ; Motohashi, Noriko ; Haginaka, Jun ; Saito, Yutaka. / Aminopropyl-silica gel modified with nickel(II)-phthalocyanine for separation of π-electron rich compounds by high performance liquid chromatography. In: Chemical and Pharmaceutical Bulletin. 1999 ; Vol. 47, No. 3. pp. 346-350.
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