In organometallic chemistry, a transition metal formyl complex is a metal complex containing one or more formyl (CHO) ligands. A subset of transition metal acyl complexes, formyl complexes can be viewed as metalla-aldehydes. A representative example is (CO)5ReCHO. Metal formyls are proposed as intermediates in the hydrogenation of carbon monoxide, as occurs in the Fischer-Tropsch process.
Structure and bonding The formyl is viewed as an X (pseudohalide) ligand. The MCHO group is planar. A C=O double bond is indicated by X-ray crystallography. A second resonance structure has a M=C double bond, with negative charge on oxygen.
M−C(=O)H ↔ M+=C(−O−)H
Synthesis and reactions Metal formyl complexes are often prepared by the reaction of metal carbonyls with hydride reagents:
[Re(CO)6]+ + H− → (CO)5ReCHO The CO ligand is the electrophile and the hydride (provided typically from a borohydride) is the nucleophile. Some metal formyls are produced by reaction of metal carbonyl anions with reagents that donate the equivalent of a formyl cation, such a mixed formate anhydrides. The insertion of CO into a Rh-H bond has been observed. Metal formyls participate in many reactions. O-alkylation gives carbenoid complexes:
LnM−C(=O)H + RX → [LnM=C(−OR)H]+X− The formyl ligand also functions as a base, allowing the formation of M-CH=O-M' linkages. Decarbonylation leads to de-insertion of the carbonyl, yielding hydride complexes.
References

![Transition metal formyl complex: Structure of the formyl complex CpRe(PPh3)(NO)CHO. Selected distances: dHC-O = 122.1, dHC-Re = 205.5, dON-Re = 177.7 pm.[1]](https://upload.wikimedia.org/wikipedia/commons/thumb/2/2f/CaRe%28PPh3%29%28NO%29%28CHO%29FMCPRE.png/500px-CaRe%28PPh3%29%28NO%29%28CHO%29FMCPRE.png?utm_source=en.wikipedia.org&utm_campaign=parser&utm_content=thumbnail)
