24th International Conference on Phosphorus Chemistry (ICPC24)

59 / 2023-08-15 06:05:58

Ring carbo-mers of cyclic organo-phosphorus structures

Acetylenic phosphine; Carbo-mer of P-heterocycle; P-substituted carbo-benzene

Phosphorus Material Chemistry and Applied Science > 3) Phosphorus chemistry unknown known

Beyond the long studied local electrostatic effects of the phosphorus-carbon alliance [^d+\d–P^…C ^d+/d–]^q in polar ligands with unique P/C-coordination chemistry, the global structural/electronic effect of carbon-reinforcement of organophosphorus structures is addressed within the context of carbo-mer chemistry, starting from carbo-benzenes, assumed to be stabilized by "carbo-aromaticity".

Ring carbo-mers of aromatic heterocycles have been early considered at the computational level, in particular for the parent phosphinine, but until recently, all efforts to synthesize representatives thereof or carbo-benzenes with peripheral C₁₈–heteroatom (O, N, F) bonds failed. The challenge is resumed for the P atom, which is envisaged to be introduced by either exocylic anchorage or endocyclic substitution on various carbo-meric cores, such as carbo-benzene, carbo-quinoid, carbo-cyclohexadiene, or carbo-barrelene. For the sake of simplicity and selectivity, centrosymmetric diphopha or diphospho derivatives were first targeted. Selected advances in this direction will be presented.