Ring Opening of a meso-Triaryl 25-Oxasmaragdyrin Macrocycle by m-Chloroperoxybenzoic Acid

Hemanta Kalita, Avijit Ghosh, Way Zen Lee, Mangalampalli Ravikanth

Research output: Contribution to journalArticle

2 Citations (Scopus)


Smaragdyrin, a class of expanded porphyrin macrocycles, upon treatment with meta-chloroperoxybenzoic acid (mCPBA) underwent oxidative ring opening to form an unprecedented linear pentaheterocyclic compound. The linear pentaheterocyclic compound was freely soluble in common organic solvents and characterized in detail by HRMS, 1D and 2D NMR spectroscopy, and X-ray crystallography. Our preliminary studies indicated that the linear pentaheterocyclic compound can specifically sense anions such as H2PO4 - and CN- ions, which was corroborated by absorption and fluorescence studies.

Original languageEnglish
Pages (from-to)2153-2157
Number of pages5
JournalChemistry - A European Journal
Issue number6
Publication statusPublished - 2016 Feb 5



  • anion sensing
  • isosbestic point
  • meta-chloroperoxybenzoic acid
  • ring-opening reactions
  • smaragdyrin

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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