Gerken VC,
Carreira EM.
*
ETH Zürich, Switzerland
Carbon Nitride Photoredox Catalysis Enables the Generation of the Dioxolanyl Radical for Conjugate Addition Reactions.
ACS Catal. 2022;
12: 10787-10792
Key words
carbon nitride - photocatalysis - Giese reaction - dioxolane - vinylic ketones
Significance
Graphitic carbon nitride (
g-C3N4
), prepared by thermal condensation of dicyandiamide (eq. 1), catalyzed the Giese reaction of 1,3-dioxolane with vinyl ketones under blue LED irradiation (λ = 466 nm) for 12–24 hours to give the corresponding products in ≤99% yield (eq. 2).
Comment
In the Giese reaction of 1,3-dioxolane with diethyl fumarate,
g-C3N4
was reused four times without a significant loss of its catalytic activity. SEM, FT-IR, XRD, UV/vis, and elemental (C, N, and H) analyses of the used catalyst revealed that its morphology remained intact during the reaction.
