Synthetic Route of 13991-08-7. Chemistry is an experimental science, and the best way to enjoy it and learn about it is performing experiments.Introducing a new discovery about 13991-08-7, Name is 1,2-Bis(diphenylphosphino)benzene
1,2- or 1,3-Phenylene-diphosphonium bis-ylides have been prepared and their stabilities compared by analysis of the effects of the substitution pattern of the phenylene bridge and the steric hindrance of the P-alkyl substituents in the diphosphonium precursors RPh2P+(C6H 4)+PPh2R’ (R,R’ = Me, Et). In the o-phenylene series, the vicinity of the phosphorus centers allows the distal P +/C- charge separation of the mono-ylide intermediate to be canceled by the formation of a cyclic ylidophosphorane. The ring strain in the latter was released through phenylene-P(delta5) bond cleavage to afford relaxed diphosphonium bis-ylides, which were isolated as carbodiphosphorane, or protonated in situ to form bis-phosphonium ylides depending on the bulkiness of the P-alkyl substituents. In the m-phenylene series (with R,R’ = Me), the amplified distal P+/C- charge separation proved sufficient to stabilize the corresponding diphosphonium bis-ylide as a chelating ligand of an RhI(CO)2 center, in a complex where the effective delta-donation of the ligand was confirmed by comparison of the IR carbonyl stretching frequencies with those of the isostructural complex previously described in the o-phenylene series. Although disubstituted o-phenylene-diphosphonium bis-ylides cannot be generated by double deprotonation, a m-phenylene isomer could and was used as a chelating electron-rich C2 ligand in a rhodium(I) complex. Copyright
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Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate