We describe an alternative methodology for the synthesis of β-pyrazine-fused diporphyrins in high yields from 2-amino-5,10,15,20-tetraphenylporphyrin nickel(II) derivatives by using p-dodecylbenzenesulfonic acid as an efficient Brønsted acid catalyst in 1,4-dioxane at 90 °C. The structural characterization, material morphology and electronic properties of the products are reported.
Versatile synthesis of new porphyrin building blocks, 2-nitro-3-(pyrrol-1-yl)-5,10,15,20-tetraarylporphyrins is described. These porphyrins demonstrate red shifted absorption bands and S2 emission.
Two diverse series of nickel(II) β-iminoporphyrins were prepared in good yields by the reaction of corresponding 2-formyl-and 2-amino-5,10,15,20-tetraphenylporphyrins with primary amines and aldehydes, respectively, in toluene containing a catalytic amount of La(OTf)3 under reflux conditions. These 2-iminoporphyrins further served as precursors to construct novel nickel(II) complexes of β-substituted porphyrinic thiazolidinones in moderate yields on reaction with mercaptoacetic acid in refluxing toluene. All the synthesized porphyrins have been characterized on the basis of spectral data analysis.
The pinacol rearrangement is an intramolecular dehydration reaction of 1,2-diols to pinacolones under acid catalysis. Pinacolones are important intermediates in the organic chemical industry, finding applications in diverse areas such as agricultural pesticides, medicines, and dyes. This review article summarizes the progress made in the field of pinacol rearrangement reactions, encompassing various aspects including high-temperature liquid water and supercritical water, inorganic acids, Lewis acids, molecular sieves, solid-phase reactions, photochemistry, and electrochemistry. The review combines findings from multiple studies to provide a comprehensive overview of the advancements and methodologies employed in pinacol rearrangement reactions.
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