Ruthenium-Catalyzed C-C Bond Cleavage in Lignin Model Substrates

vom Stein, Thorsten; den Hartog, Tim; Buendia, Julien; Stoychev, Spas; Mottweiler, Jakob; Bolm, Carsten; Klankermayer, Juergen; Leitner, Walter

doi:10.1002/anie.201410620

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Ruthenium-Catalyzed C-C Bond Cleavage in Lignin Model Substrates

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Leitner, Walter
Institut für Technische und Makromolekulare Chemie, RWTH Aachen University, Worringerweg 1, 52074 Aachen (Germany);
Research Group Leitner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

vom Stein, T., den Hartog, T., Buendia, J., Stoychev, S., Mottweiler, J., Bolm, C., et al. (2015). Ruthenium-Catalyzed C-C Bond Cleavage in Lignin Model Substrates. Angewandte Chemie International Edition, 54(20), 5859-5863. doi:10.1002/anie.201410620.

Cite as: https://hdl.handle.net/11858/00-001M-0000-0027-AEFC-A

Abstract

Ruthenium-triphos complexes exhibited unprecedented catalytic activity and selectivity in the redox-neutral C-C bond cleavage of the beta-O-4 lignin linkage of 1,3-dilignol model compounds. A mechanistic pathway involving a dehydrogenation-initiated retro-aldol reaction for the C-C bond cleavage was proposed in line with experimental data and DFT calculations.