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Ring Opening of a meso‐Triaryl 25‐Oxasmaragdyrin Macrocycle by m‐Chloroperoxybenzoic Acid
Authors:Hemanta Kalita  Avijit Ghosh  Prof. Way‐Zen Lee  Prof. Mangalampalli Ravikanth
Affiliation:1. Department of Chemistry, Indian Institute of Technology, Powai, Mumbai, India;2. Instrumentation Center, Department of Chemistry, National Taiwan Normal University, Taipei, Taiwan
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.
Keywords:anion sensing  isosbestic point  meta-chloroperoxybenzoic acid  ring-opening reactions  smaragdyrin
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