Subporphyrins with an axial B-C bond

Shun Saga, Shin Ya Hayashi, Kouta Yoshida, Eiji Tsurumaki, Pyosang Kim, Young Mo Sung, Jooyoung Sung, Takayuki Tanaka, Dongho Kim*, Atsuhiro Osuka

*Corresponding author for this work

Research output: Contribution to journalArticle

25 Scopus citations

Abstract

Axial fabrications of subporphyrins have been conveniently accomplished by the reaction of B(methoxo)triphenylsubporphyrin with Grignard reagents such as aryl-, heteroaryl-, ferrocenyl-, β-styryl-, phenylethynyl-, and ethylmagnesium bromides. The axial groups thus introduced are not conjugated with the subporphyrin core. This situation leads to effective fluorescence quenching of subporphyrins when the axial group is strongly electron donating such as 4-dimethylaminophenyl and ferrocenyl groups.

Original languageEnglish (US)
Pages (from-to)11158-11161
Number of pages4
JournalChemistry - A European Journal
Volume19
Issue number34
DOIs
StatePublished - Aug 19 2013

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Keywords

  • Grignard reaction
  • boron-carbon bond
  • electron transfer
  • porphyrinoids
  • subporphyrins

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

Cite this

Saga, S., Hayashi, S. Y., Yoshida, K., Tsurumaki, E., Kim, P., Sung, Y. M., Sung, J., Tanaka, T., Kim, D., & Osuka, A. (2013). Subporphyrins with an axial B-C bond. Chemistry - A European Journal, 19(34), 11158-11161. https://doi.org/10.1002/chem.201302454