Synthesis of brominated directly fused diporphyrins through gold(III)-mediated oxidation

Akhila K. Sahoo, Yasuyuki Nakamura, Naoki Aratani, Kil Suk Kim, Su Bum Noh, Hiroshi Shinokubo, Dongho Kim, Atsuhiro Osuka

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Abstract

Highly efficient synthesis of meso,meso-dibromo doubly and triply fused diporphyrins has been achieved through a powerful oxidative coupling mediated by AuCl3-AgOTf combination. In addition, palladium-catalyzed debromination of mesobromoporphyrins has been developed. This debromination protocol enables employment of bromine as a protecting group for the reactive meso-position of porphyrins.

Original languageEnglish
Pages (from-to)4141-4144
Number of pages4
JournalOrganic Letters
Volume8
Issue number18
DOIs
Publication statusPublished - 2006 Aug 31

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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    Sahoo, A. K., Nakamura, Y., Aratani, N., Kim, K. S., Noh, S. B., Shinokubo, H., Kim, D., & Osuka, A. (2006). Synthesis of brominated directly fused diporphyrins through gold(III)-mediated oxidation. Organic Letters, 8(18), 4141-4144. https://doi.org/10.1021/ol061763f