Effect of octabromination of a tetrakis(4-carboxyphenyl)porphine derivative bound to silica gels on HPLC retention behaviors of polyaromatic hydrocarbons

Youji Kitamura; Kenji Kawata; Kurumi Tanaka; Yuko Furuyashiki; Masaki Mifune; Ikuko Tsukamoto; Madoka Saito; Jun Haginaka; Yutaka Saito

doi:10.1016/j.talanta.2005.12.049

Effect of octabromination of a tetrakis(4-carboxyphenyl)porphine derivative bound to silica gels on HPLC retention behaviors of polyaromatic hydrocarbons

Youji Kitamura, Kenji Kawata, Kurumi Tanaka, Yuko Furuyashiki, Masaki Mifune, Ikuko Tsukamoto, Madoka Saito, Jun Haginaka, Yutaka Saito

Research output: Contribution to journal › Article

6 Citations (Scopus)

Abstract

The effect of bromination of Cu-porphyrin-derivative-immobilized silica gels (Cu-TCPP_D) was examined by comparing the retention behaviors of polyaromatic hydrocarbons (PAHs) on Cu-TCPP_D and Cu-octabromotetrakis(4-carboxyphenyl)porphine-derivative-immobilized silica gels (Cu-OBTCPP_D) columns. It was revealed that bromination affects strongly the π-π electron interactions caused from hydration energy in a polar eluent (80% methanol) possibly as a result of a destruction of planar structure of porphine-ring by bromination. It was also revealed that bromination enhances π-d interactions as well as the π-π electron interactions in a broad sense (e.g., dispersion forces) in a non-polar eluent (n-hexane). However, the bromination did not exert much influence on electrostatic interactions caused from polarization of mono-halogenated benzenes.

Original language	English
Pages (from-to)	1260-1264
Number of pages	5
Journal	Talanta
Volume	69
Issue number	5
DOIs	https://doi.org/10.1016/j.talanta.2005.12.049
Publication status	Published - Jul 15 2006

Keywords

Bromination of porphyrin
Dispersion force
HPLC stationary phase
Polyaromatic hydrocarbons
π-d Interaction
π-π Interaction

ASJC Scopus subject areas

Analytical Chemistry

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Kitamura, Y., Kawata, K., Tanaka, K., Furuyashiki, Y., Mifune, M., Tsukamoto, I., Saito, M., Haginaka, J., & Saito, Y. (2006). Effect of octabromination of a tetrakis(4-carboxyphenyl)porphine derivative bound to silica gels on HPLC retention behaviors of polyaromatic hydrocarbons. Talanta, 69(5), 1260-1264. https://doi.org/10.1016/j.talanta.2005.12.049

Effect of octabromination of a tetrakis(4-carboxyphenyl)porphine derivative bound to silica gels on HPLC retention behaviors of polyaromatic hydrocarbons. / Kitamura, Youji; Kawata, Kenji; Tanaka, Kurumi; Furuyashiki, Yuko; Mifune, Masaki; Tsukamoto, Ikuko; Saito, Madoka; Haginaka, Jun; Saito, Yutaka.

In: Talanta, Vol. 69, No. 5, 15.07.2006, p. 1260-1264.

Research output: Contribution to journal › Article

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abstract = "The effect of bromination of Cu-porphyrin-derivative-immobilized silica gels (Cu-TCPPD) was examined by comparing the retention behaviors of polyaromatic hydrocarbons (PAHs) on Cu-TCPPD and Cu-octabromotetrakis(4-carboxyphenyl)porphine-derivative-immobilized silica gels (Cu-OBTCPPD) columns. It was revealed that bromination affects strongly the π-π electron interactions caused from hydration energy in a polar eluent (80% methanol) possibly as a result of a destruction of planar structure of porphine-ring by bromination. It was also revealed that bromination enhances π-d interactions as well as the π-π electron interactions in a broad sense (e.g., dispersion forces) in a non-polar eluent (n-hexane). However, the bromination did not exert much influence on electrostatic interactions caused from polarization of mono-halogenated benzenes.",

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