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Cobalt(II)porphyrin-Mediated Selective Synthesis of 1,5-Diketones via an Interrupted-Borrowing Hydrogen Strategy
Priyabrata Biswal1, Shaikh Samser1, Prakash Nayak1
1School of Chemical Sciences, National Institute of Science Education and Research (NISER), Bhubaneswar, HBNI, Bhubaneswar-752050, Odisha, India.
Abstract:
A novel cobalt(II)porphyrin-mediated acceptorless dehydrogenation of methanol is reported for the first time. This methodology has been applied for the coupling of a variety of ketones with methanol to produce 1,5-diketones along with H2 and H2O as the environment friendly byproducts. This paradigm was also demonstrated for a one-pot synthesis of substituted pyridines using a sequential addition protocol where the 1,5-diketones were generated in situ. From many experiments including those involving deuterium labeling, it is proposed that protonated cobalt(II)porphyrin methoxide complex acts as an intermediate to generate formaldehyde along with a metal hydride.
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