article published yes Bartholomäus Pieber author 93e5e5b2-0da6-11ed-8a41-af589a0247260000-0001-8689-388X Jamal A. Malik author Cristian Cavedon author Sebastian Gisbertz author Aleksandr Savateev author Daniel Cruz author Tobias Heil author Guigang Zhang author Peter H. Seeberger author Cross-coupling reactions mediated by dual nickel/photocatalysis are synthetically attractive but rely mainly on expensive, non-recyclable noble-metal complexes as photocatalysts. Heterogeneous semiconductors, which are commonly used for artificial photosynthesis and wastewater treatment, are a sustainable alternative. Graphitic carbon nitrides, a class of metal-free polymers that can be easily prepared from bulk chemicals, are heterogeneous semiconductors with high potential for photocatalytic organic transformations. Here, we demonstrate that graphitic carbon nitrides in combination with nickel catalysis can induce selective C−O cross-couplings of carboxylic acids with aryl halides, yielding the respective aryl esters in excellent yield and selectivity. The heterogeneous organic photocatalyst exhibits a broad substrate scope, is able to harvest green light, and can be recycled multiple times. In situ FTIR was used to track the reaction progress to study this transformation at different irradiation wavelengths and reaction scales. Wiley2019 eng 1433-7851 1521-3773 3105013210.1002/anie.201902785 58289575-9580 yes Pieber B, Malik JA, Cavedon C, et al. Semi‐heterogeneous dual nickel/photocatalysis using carbon nitrides: Esterification of carboxylic acids with aryl halides. <i>Angewandte Chemie International Edition</i>. 2019;58(28):9575-9580. doi:<a href="https://doi.org/10.1002/anie.201902785">10.1002/anie.201902785</a> Pieber, Bartholomäus, Jamal A. Malik, Cristian Cavedon, Sebastian Gisbertz, Aleksandr Savateev, Daniel Cruz, Tobias Heil, Guigang Zhang, and Peter H. Seeberger. “Semi‐heterogeneous Dual Nickel/Photocatalysis Using Carbon Nitrides: Esterification of Carboxylic Acids with Aryl Halides.” <i>Angewandte Chemie International Edition</i>. Wiley, 2019. <a href="https://doi.org/10.1002/anie.201902785">https://doi.org/10.1002/anie.201902785</a>. B. Pieber <i>et al.</i>, “Semi‐heterogeneous dual nickel/photocatalysis using carbon nitrides: Esterification of carboxylic acids with aryl halides,” <i>Angewandte Chemie International Edition</i>, vol. 58, no. 28. Wiley, pp. 9575–9580, 2019. Pieber, B., Malik, J. A., Cavedon, C., Gisbertz, S., Savateev, A., Cruz, D., … Seeberger, P. H. (2019). Semi‐heterogeneous dual nickel/photocatalysis using carbon nitrides: Esterification of carboxylic acids with aryl halides. <i>Angewandte Chemie International Edition</i>. Wiley. <a href="https://doi.org/10.1002/anie.201902785">https://doi.org/10.1002/anie.201902785</a> Pieber, Bartholomäus, et al. “Semi‐heterogeneous Dual Nickel/Photocatalysis Using Carbon Nitrides: Esterification of Carboxylic Acids with Aryl Halides.” <i>Angewandte Chemie International Edition</i>, vol. 58, no. 28, Wiley, 2019, pp. 9575–80, doi:<a href="https://doi.org/10.1002/anie.201902785">10.1002/anie.201902785</a>. Pieber B, Malik JA, Cavedon C, Gisbertz S, Savateev A, Cruz D, Heil T, Zhang G, Seeberger PH. 2019. Semi‐heterogeneous dual nickel/photocatalysis using carbon nitrides: Esterification of carboxylic acids with aryl halides. Angewandte Chemie International Edition. 58(28), 9575–9580. B. Pieber, J.A. Malik, C. Cavedon, S. Gisbertz, A. Savateev, D. Cruz, T. Heil, G. Zhang, P.H. Seeberger, Angewandte Chemie International Edition 58 (2019) 9575–9580. 119572022-08-24T10:50:19Z2024-10-14T11:43:18Z