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Cleavage and Diastereoselective Synthesis of Mono- and Dilignol β-O-4 Model Compounds

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Fuels From Biomass: An Interdisciplinary Approach (BrenaRo 2011)

Part of the book series: Notes on Numerical Fluid Mechanics and Multidisciplinary Design ((NNFM,volume 129))

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Abstract

A short and convenient synthetic pathway affording diastereomerically pure 1,3-dilignols in both their erythro and threo form has been developed. Additionally, H2Ru(CO)(PPh3)3 has been identified as a promising catalyst for the cleavage of lignin model compounds. The greater accessibility of 1,3-dilignols will facilitate future lignin cleavage studies of ruthenium catalysts and other transition metal systems, employing model compounds that closely resemble the β-O-4 linkage within lignin.

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Acknowledgments

The authors are grateful to the Fonds der Chemischen Industrie and the Cluster of Excellence (Tailor-Made Fuels from Biomass) funded by the Excellence Initiative of the German federal and state governments for their financial support. J.M. thanks the NRW Graduate School BrenaRo for a predoctoral stipend.

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Authors and Affiliations

  1. Institut für Organische Chemie, RWTH Aachen University, Landoltweg 1, 52056, Aachen, Germany

    Jakob Mottweiler, Julien Buendia, Erik Zuidema & Carsten Bolm

  2. CNRS Centre de Recherche de Gif-sur-Yvette, Institut de Chimie des Substances Naturelles, UPR 2301, Avenue de la Terrasse, Bât. 27, 91198, Gif-sur-Yvette Cedex, France

    Julien Buendia

  3. SABIC Technology and Innovation, Urmonderbaan 22, 6167RD, Geleen, The Netherlands

    Erik Zuidema

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  1. Jakob Mottweiler
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Correspondence to Carsten Bolm .

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Editors and Affiliations

  1. Chair of Fluid Mechanics and Institute of Aerodynamics, RWTH Aachen University, Aachen, Germany

    Michael Klaas

  2. Institute for Combustion Engines, RWTH Aachen University, Aachen, Germany

    Stefan Pischinger

  3. Chair of Fluid Mechanics and Institute of Aerodynamics, RWTH Aachen University, Aachen, Germany

    Wolfgang Schröder

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Mottweiler, J., Buendia, J., Zuidema, E., Bolm, C. (2015). Cleavage and Diastereoselective Synthesis of Mono- and Dilignol β-O-4 Model Compounds. In: Klaas, M., Pischinger, S., Schröder, W. (eds) Fuels From Biomass: An Interdisciplinary Approach. BrenaRo 2011. Notes on Numerical Fluid Mechanics and Multidisciplinary Design, vol 129. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-662-45425-1_8

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  • DOI: https://doi.org/10.1007/978-3-662-45425-1_8

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