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)

Abstract

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
Volume22
Issue number6
DOIs
Publication statusPublished - 2016 Feb 5

Fingerprint

X ray crystallography
X Ray Crystallography
Porphyrins
Organic solvents
Nuclear magnetic resonance spectroscopy
Anions
Magnetic Resonance Spectroscopy
Negative ions
Fluorescence
Ions
Acids
3-chloroperbenzoic acid
22pi smaragdyrin

Keywords

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

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Organic Chemistry

Cite this

Ring Opening of a meso-Triaryl 25-Oxasmaragdyrin Macrocycle by m-Chloroperoxybenzoic Acid. / Kalita, Hemanta; Ghosh, Avijit; Lee, Way-Zen; Ravikanth, Mangalampalli.

In: Chemistry - A European Journal, Vol. 22, No. 6, 05.02.2016, p. 2153-2157.

Research output: Contribution to journalArticle

Kalita, Hemanta ; Ghosh, Avijit ; Lee, Way-Zen ; Ravikanth, Mangalampalli. / Ring Opening of a meso-Triaryl 25-Oxasmaragdyrin Macrocycle by m-Chloroperoxybenzoic Acid. In: Chemistry - A European Journal. 2016 ; Vol. 22, No. 6. pp. 2153-2157.
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