Green Chemistry for Catalytic C-C Coupling of Renewable Feedstocks

• Antragsteller: Professor Dr. Bernhard Breit
• Fachliche Zuordnung: Organische Molekülchemie - Synthese, Charakterisierung
• Förderung: Förderung von 2010 bis 2015
• Projektkennung: Deutsche Forschungsgemeinschaft (DFG) - Projektnummer 181737472

• Erstellungsjahr: 2017

Zusammenfassung der Projektergebnisse

Beyond Hydroformylation. Ruthenium catalyzed reductive couplings of paraformaldehyde to dienes, alkynes and allenes provide access to products of hydrohydroxymethylation that cannot be formed selectively under the conditions of hydroformylation. In certain cases, using nickel catalysts, the regioselectivity of C-C coupling can be inverted. Using iridium catalysts, methanol engages in redox-neutral regioselective hydrohydroxymethylation.

Projektbezogene Publikationen (Auswahl)

• “Divergent Regioselectivity in the Synthesis of Trisubstituted Allylic Alcohols by Nickel- and Ruthenium-Catalyzed Alkyne Hydrohydroxymethylation with Formaldehyde”. Angew. Chem. 2011, 123, 5805-5808; Angew. Chem. Int. Ed. 2011, 50, 5687-5690
  C. C. Bausch, R. L. Patman, B. Breit, M. J. Krische
  
• “Regiodivergent reductive coupling of 2-substituted dienes to formaldehyde employing ruthenium or nickel catalyst: hydrohydroxymethylation via transfer hydrogenation”. Chem. Sci. 2013, 4, 1876-1880
  A. Köpfer, B. Sam, B. Breit, M. Krische
  
• “Paraformaldehyde and Methanol as C1 Feedstocks in Metal-Catalyzed C-C Couplings of π-Unsaturated Reactants: Beyond Hydroformylation”. Angew. Chem. 2015, 127, 3317-3325; Angew. Chem. Int. Ed. 2015, 54, 3267-3274
  B. Sam, B. Breit, M. J. Krische