A metal–carbon bond is a bond formed between a metal atom (often a transition metal) and a carbon atom from an organic group. It is the defining feature of organometallic compounds.
Types of Metal–Carbon Bonds
- σ (sigma) bonds
- The carbon atom donates a pair of electrons directly to the metal.
- Example: In methyl lithium (CH₃Li), the C–Li bond is a σ bond.
- Found in alkyl, aryl, and carbene complexes.
- π (pi) bonds / π-complexes
- The metal interacts with the π-electrons of an organic group (like alkenes, alkynes, or arenes).
- Example: Zeise’s salt [PtCl₃(C₂H₄)]⁻ where Pt bonds with ethene.
- Seen in complexes with alkenes, alkynes, or aromatic rings.
- Synergic (backbonding) interactions
- In some ligands like CO or alkenes, bonding is two-way:
- The ligand donates electrons from C to the metal (σ donation).
- The metal donates electrons back from its d-orbitals into the ligand’s π* orbitals (π backbonding).
- Example: Metal carbonyls (Ni(CO)₄, Fe(CO)₅).
- In some ligands like CO or alkenes, bonding is two-way:
Importance of Metal–Carbon Bonds
- Defines organometallic chemistry – without a metal–C bond, a compound is not considered organometallic.
- Catalysis – central to many industrial and biological processes (hydrogenation, polymerization, cross-coupling, metathesis).
- Stability and reactivity – strength and type of bond affect how the complex behaves.
- Activation of molecules – allows transition metals to “hold” and transform organic molecules in reactions.
In simple terms:
A metal–carbon bond is the link between a metal and carbon in organometallic chemistry. It can be a direct σ bond (metal–alkyl, metal–aryl) or a π-type interaction (metal–alkene, metal–CO), and it’s the key to the special reactivity of organometallic compounds.