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.
| Original language | English |
|---|---|
| Pages (from-to) | 1260-1264 |
| Number of pages | 5 |
| Journal | Talanta |
| Volume | 69 |
| Issue number | 5 |
| DOIs | |
| Publication status | Published - Jul 15 2006 |
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Keywords
- π-π Interaction
- π-d Interaction
- Bromination of porphyrin
- Dispersion force
- HPLC stationary phase
- Polyaromatic hydrocarbons
ASJC Scopus subject areas
- Analytical Chemistry
- Spectroscopy
Cite this
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
}
TY - JOUR
T1 - Effect of octabromination of a tetrakis(4-carboxyphenyl)porphine derivative bound to silica gels on HPLC retention behaviors of polyaromatic hydrocarbons
AU - Kitamura, Youji
AU - Kawata, Kenji
AU - Tanaka, Kurumi
AU - Furuyashiki, Yuko
AU - Mifune, Masaki
AU - Tsukamoto, Ikuko
AU - Saito, Madoka
AU - Haginaka, Jun
AU - Saito, Yutaka
PY - 2006/7/15
Y1 - 2006/7/15
N2 - 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.
AB - 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.
KW - π-π Interaction
KW - π-d Interaction
KW - Bromination of porphyrin
KW - Dispersion force
KW - HPLC stationary phase
KW - Polyaromatic hydrocarbons
UR - http://www.scopus.com/inward/record.url?scp=33744977880&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=33744977880&partnerID=8YFLogxK
U2 - 10.1016/j.talanta.2005.12.049
DO - 10.1016/j.talanta.2005.12.049
M3 - Article
C2 - 18970712
AN - SCOPUS:33744977880
VL - 69
SP - 1260
EP - 1264
JO - Talanta
JF - Talanta
SN - 0039-9140
IS - 5
ER -