Publications by authors named "Davide Zanetti"
Article Synopsis
- Recent interest in polycyclic aromatic hydrocarbons (PAHs) and molecular graphenoids is driving new synthetic methods for intramolecular aryl-aryl couplings.
- A radical-based annulation method utilizes a photocatalyst, -xanthenoxanthene, to facilitate the reaction through photoinduced single electron transfer with electron-withdrawing and nucleofuge groups.
- The reaction allows for mild conditions and compatibility with various substituents, potentially leading to double annulation reactions and synthesis of advanced π-extended molecular structures.
The typical Birch reduction transforms arenes into cyclohexa-1,4-dienes by using alkali metals, an alcohol as a proton source, and an amine as solvent. Capitalizing on the strong photoreductive properties of peri-xanthenoxanthene (PXX), herein we report the photocatalyzed "Birch-type" reduction of acenes by employing visible blue light irradiation at room temperature in the presence of air. Upon excitation at 405 or 460 nm in the presence of a mixture of N,N-diisopropylethylamine (DIPEA) and trifluoromethanesulfonimide (HNTf ) in DMSO, PXX photocatalyzes the selective reduction of full-carbon acene derivatives (24-75 %).
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