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A metal-templated synthetic route to cyclic (aryl)(ylidic) mesoionic carbenes ( CArY-MIC s) featuring an endocyclic P-ylide is presented. This approach, which requires metal templates with two cis -positioned open coordination sites, is based on the controlled cyclisation of a P , P '-diisopropyl-substituted 2,2'-diphosphinotolane ( 1 ) and leads to chelate complexes coordinated by a phosphine donor and the CArY-MIC carbon atom. The C-P bond formation involved in the former partial cyclisation of 1 proceeds under mild conditions and was shown to be applicable all over the d-block. In the presence of a third fac -positioned open coordination site, the P-C bond formation was found to be reversible, as shown for a series of molybdenum complexes. DFT modelling studies are in line with an interpretation of the target compounds as CArY-MIC s.

A 2,2′-diphosphinotolane as a versatile precursor for the synthesis of P-ylidic mesoionic carbenes via reversible C–P bond formation