Synthesis Workshop: Electron-primed Photoredox Catalysis with Alyah Chmiel (Episode 69)

In this Research Spotlight episode, we're joined by Alyah Chmiel (Wickens lab, UW Madison), who shares with us her work on using electron-primed photoredox catalysis to carry out reductions.

Key reference: J. Am. Chem. Soc. 2021, 143, 10882–10889
https://doi.org/10.1021/jacs.1c05988

Other references (in order of appearance):
J. Am. Chem. Soc. 2020, 142, 2093–2099
J. Am. Chem. Soc. 2021, 143, 4125–4132
Angew. Chem. Int. Ed. 2021, 60, 21418– 21425
J. Am. Chem. Soc. 2021, 143, 10882–10889
J. Am. Chem. Soc. 2021, 143, 10882-10889
Nature 2021, 596, 74–79 [See Episode #66]
For pioneering work from König on reductive catalyst activation, see: Science, 2014, 363, 725-728
J. Am. Chem. Soc. 2020, 142, 2093–2099
Commercial aryl halide numbers were compiled by Weix & co-workers; see: J. Am. Chem. Soc. 2019, 141, 10978–10983
For a review on aryl radical reactivity, see: Chem. Rev. 1988, 88, 765–792
For recent work on C(sp2)–O and C(sp2)–N cleavage, see: (a) J. Am. Chem. Soc. 2020, 142, 1603–1613; (b) Chem 2021, 7, 1653–1665
For a review on amine radical cations in photoredox catalysis, see: Beilstein J. Org. Chem. 2013, 9, 1977–2001
For related work accessing CO2• – from formate via HAT, see: Hendy, C. M.; Smith, G. C.; Xu, Z.; Lian, T.; Jui, N. T. J. Am. Chem. Soc. 2021, 143, 8997–8992
Developing new potent photooxidants: J. Am. Chem. Soc. 2021, 143, 4125–4132
Exploiting formate salts as C1 sources: J. Am. Chem. Soc. 2021, 143, 13022-13028