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Isolating Free Carbenes, their Mixed Dimers and Organic Radicals
Published on: April 19, 2019
Energy-Barrier-less Synthesis of Hexaaza-trifuranacyclopentadecaphane-hexaene at Ambient Temperature
Arvind Singh Chauhan1,2, Ajay Kumar1,2, Rohit Bains1,2
1Chemical Technology Division, CSIR-Institute of Himalayan Bioresource Technology, Palampur, 176061 H.P., India.
Abstract:
A thermochemically stable furan-based hexaaza-trifuranacyclopentadecaphane-hexaene (AF-cpdp) as a π1212 cyclic-conjugated color enriched heterocycle has been synthesized at ambient temperature. An energy-barrier-less (EBL) dehydrative azine formation of 2,5-diformylfuran (DFF) with hydrazine hydrate (N2H4·H2O) followed by a single-arm heteroconjugation and ring formation at the final step under classical and mechanochemical approaches, avoiding external heating, was conducted for construction of a novel and highly stable cyclopentadecaphene (cpdp) conjugated system. The developed protocol is simple, energy-efficient, atom-economical, and easy to scale-up.
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