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One-pot synthesis of nickel porphyrins with 2-pyridine-acetyl substituents: the unexpected Sonogashira cross-coupling products
Authors:Ching-Yao Lin  Li-Chieh Chuang  Shie-Ming Peng
Institution:a Department of Applied Chemistry, National Chi Nan University, 1, University Road, Puli, Nantou Hsien 545, Taiwan, ROC
b Department of Chemistry, National Taiwan University 1, Sec. 4, Roosevelt Road, Taipei 106, Taiwan, ROC
Abstract:Nickel porphyrins with 2-pyridine-acetyl substituents were synthesized in one step by the Sonogashira cross-coupling method. The structures of the products were determined by elemental analysis, 1H NMR, UV-Vis, and X-ray spectroscopic techniques. It is suggested that cross-coupling bromonated nickel porphyrins with 2-pyridine-ethyne first yielded nickel porphyrins with 2-pyridine-ethynyl substituents, followed by in situ hydrolysis to the final products, nickel porphyrins with 2-pyridine-acetyl substituents.
Keywords:2-Acetylpyridine  Porphyrin  Cross-coupling  Hydrolysis
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