Chapter 5. Catalytic Carbon–Carbon Bond Formation

  1. Prof. Dr. Roger Arthur Sheldon,
  2. Dr. Isabel W. C. E. Arends and
  3. Dr. Ulf Hanefeld

Published Online: 12 APR 2007

DOI: 10.1002/9783527611003.ch5

Green Chemistry and Catalysis

Green Chemistry and Catalysis

How to Cite

Sheldon, R. A., Arends, I. W. C. E. and Hanefeld, U. (2007) Catalytic Carbon–Carbon Bond Formation, in Green Chemistry and Catalysis, Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, Germany. doi: 10.1002/9783527611003.ch5

Author Information

  1. Biocatalysis and Organic Chemistry, Delft University of Technology, Julianalaan 136, 2628 BL Delft, The Netherlands

Publication History

  1. Published Online: 12 APR 2007
  2. Published Print: 23 FEB 2007

ISBN Information

Print ISBN: 9783527307159

Online ISBN: 9783527611003



  • catalytic carbon–carbon bond formation;
  • enzymes for carbon–carbon bond formation;
  • enzymatic synthesis of cyanohydrins;
  • enzymatic synthesis of β-hydroxynitriles;
  • transition metal catalysis;
  • carbon monoxide as a building block;
  • Heck-type reactions;
  • metathesis


This chapter contains sections titled:

  • Introduction

  • Enzymes for Carbon–Carbon Bond Formation

    • Enzymatic Synthesis of Cyanohydrins

      • Hydroxynitrile Lyases

      • Lipase-based Dynamic Kinetic Resolution

    • Enzymatic Synthesis of α-Hydroxyketones (Acyloins)

    • Enzymatic Synthesis of α-Hydroxy Acids

    • Enzymatic Synthesis of Aldols (β-Hydroxy Carbonyl Compounds)

      • DHAP-dependent Aldolases

      • PEP- and Pyruvate-dependent Aldolases

      • Glycine-dependent Aldolases

      • Acetaldehyde-dependent Aldolases

    • Enzymatic Synthesis of β-Hydroxynitriles

  • Transition Metal Catalysis

    • Carbon Monoxide as a Building Block

      • Carbonylation of R–X (CO “Insertion/R-migration”)

      • Aminocarbonylation

      • Hydroformylation or “Oxo” Reaction

      • Hydroaminomethylation

      • Methyl Methacrylate via Carbonylation Reactions

    • Heck-type Reactions

      • Heck Reaction

      • Suzuki and Sonogashira Reaction

    • Metathesis

      • Metathesis involving Propylene

      • Ring-opening Metathesis Polymerization (ROMP)

      • Ring-closing Metathesis (RCM)

  • Conclusion and Outlook