122-84-9Relevant articles and documents
Tuinman,A. et al.
, p. 1778 - 1781 (1968)
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Fort,Roberts
, p. 584,589 (1956)
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Catalytic Aerobic Oxidation of Alkenes with Ferric Boroperoxo Porphyrin Complex; Reduction of Oxygen by Iron Porphyrin
Kimura, Kento,Kurahashi, Takuya,Matsubara, Seijiro,Murano, Shunpei
supporting information, p. 2493 - 2497 (2021/12/29)
We herein describe the development of a mild and selective catalytic aerobic oxidation process of olefins. This catalytic aerobic oxidation reaction was designed based on experimental and spectroscopic evidence assessing the reduction of atmospheric oxygen using a ferric porphyrin complex and pinacolborane to form a ferric boroperoxo porphyrin complex as an oxidizing species. The ferric boroperoxo porphyrin complex can be utilized as an in-situ generated intermediate in the catalytic aerobic oxidation of alkenes under ambient conditions to form oxidation products that differ from those obtained using previously reported ferric porphyrin catalysis. Moreover, the mild reaction conditions allow chemoselective oxidation to be achieved.
Photoredox-Catalyzed Dehydrogenative Csp3-Csp2Cross-Coupling of Alkylarenes to Aldehydes in Flow
Griffiths, Oliver M.,Esteves, Henrique A.,Chen, Yiding,Sowa, Karin,May, Oliver S.,Morse, Peter,Blakemore, David C.,Ley, Steven V.
, p. 13559 - 13571 (2021/10/01)
Executing photoredox reactions in flow offers solutions to frequently encountered issues regarding reproducibility, reaction time, and scale-up. Here, we report the transfer of a photoredox-catalyzed benzylic coupling of alkylarenes to aldehydes to a flow chemistry setting leading to improvements in terms of higher concentration, shorter residence times, better yields, ease of catalyst preparation, and enhanced substrate scope. Its applicability has been demonstrated by a multi-gram-scale reaction using high-power light-emitting diodes (LEDs), late-stage functionalization of selected active pharmaceutical ingredients (APIs), and also a photocatalyst recycling method.