期刊
JOURNAL OF PORPHYRINS AND PHTHALOCYANINES
卷 18, 期 3, 页码 173-181出版社
WORLD SCI PUBL CO INC
DOI: 10.1142/S1088424613501071
关键词
nitration; benzoquinone; porphyrin; lithium nitrate; oxidation
资金
- World Premier International Research Center Initiative on Materials Nanoarchitectonics from MEXT, Japan
- Core Research for Evolutional Science and Technology (CREST) program of JST, Japan
- National Science Foundation [1110942]
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1110942] Funding Source: National Science Foundation
- Grants-in-Aid for Scientific Research [11F01760] Funding Source: KAKEN
A new route to 3,4-benzoquinone-substituted porphyrins is reported. In attempted nitration reactions on the copper(II) or nickel(II) complexes of 5,10,15,20-tetrakis(3,5-di-t-butyl-4-hydroxyphenyl) porphyrin using lithium nitrate in acetic anhydride-acetic acid/chloroform no nitration products could be detected with the main products being the corresponding complexes of 5,10,15,20-tetrakis(3,4-dioxo-5-t-butylcyclohexa-1,5-dienyl) porphyrin. These o-quinone-substituted porphyrins are available in reasonable yield (> 50%), their synthesis is simple and they are of good solubility. The electrochemical and spectroelectrochemical properties of representative o-quinone-substituted Cu(II) and Ni(II) porphyrin derivatives are also reported.
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