Intramolecular Metalation of C-H Bonds with {cis,cis‐1,3,5‐Tris[(diphenylphosphino)methyl]cyclohexane}rhodium(I) Chloride

Abstract
The novel tridentate ligand cis,cis‐1,3,5‐tris[(diphenylphosphino)methyl]cyclohexane (6) has been synthesized and treated with [Rh(COD)Cl]2. Intramolecular metalation of a CH bond of the cyclohexane ring occurs (7). Studies with D2 gas and 6[D6] prove that axial and equatorial CH bonds are metalated and that a mutual exchange occurs in this process. Replacement of the Cl by the SbF6 anion in 7 results in a reduced interaction between the metal and the CH bond (8). 7 reacts with CO to form the carbonyl 9 where no such interaction is observed.

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