Research Publication Title

Towards the Synthesis of a Beta-octobrominated Co(II) Porpjyrin

Major

Chemistry

Faculty Mentor(s)

Kenneth C. McGill

Abstract

Water-soluble cobalt complexes have shown great potential in fuel-cell technology, water purification, and on-site nerve-agent deactivation or decomposition because of their ability to reversibly bind oxygen. The addition of halogens to a porphyrin creates an electron-deficient ligand which, in turn, increases the metal ion's potential to bind with oxygen. Halogenation of both 4-dimethylaminophenylporphyrin and the 4-dimethylamino-2,3,5,6-tetrafluorophenylporphyrin first required insertion of a metal ion ( Cu(II), Co(II)) followed by the methylation of the dimethylamino groups. Additional methyl groups rendered water-solubility while protecting the aminophenyl nitrogen atoms during bromination of the porphyrin. Results indicate that the fluorination of the phenyl groups stabilized the porphyrin during bromination while the non-fluorinated derivative decomposed.

Start Date

10-4-2015 11:30 AM

End Date

10-4-2015 12:15 PM

Location

HSB 3rd Floor Student Commons

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Apr 10th, 11:30 AM Apr 10th, 12:15 PM

Towards the Synthesis of a Beta-octobrominated Co(II) Porpjyrin

HSB 3rd Floor Student Commons

Water-soluble cobalt complexes have shown great potential in fuel-cell technology, water purification, and on-site nerve-agent deactivation or decomposition because of their ability to reversibly bind oxygen. The addition of halogens to a porphyrin creates an electron-deficient ligand which, in turn, increases the metal ion's potential to bind with oxygen. Halogenation of both 4-dimethylaminophenylporphyrin and the 4-dimethylamino-2,3,5,6-tetrafluorophenylporphyrin first required insertion of a metal ion ( Cu(II), Co(II)) followed by the methylation of the dimethylamino groups. Additional methyl groups rendered water-solubility while protecting the aminophenyl nitrogen atoms during bromination of the porphyrin. Results indicate that the fluorination of the phenyl groups stabilized the porphyrin during bromination while the non-fluorinated derivative decomposed.