1449060-55-2Relevant academic research and scientific papers
Heterohelicenes with embedded P-chiral 1H-phosphindole or dibenzophosphole units: Diastereoselective photochemical synthesis and structural characterization
Yavari, Keihann,Retailleau, Pascal,Voituriez, Arnaud,Marinetti, Angela
, p. 9939 - 9947 (2013/08/23)
The oxidative photocyclization reactions of olefins that contain 1H-phosphindole or dibenzophosphole substituents have been applied to the synthesis of P/N-bi-heterosubstituted dimeric helicenes, as well as of new [6]- and [8]phosphahelicenes. In these photocyclization processes, the configuration of the stereogenic phosphorus center dictates the sense of helical chirality. Thus, by starting from enantiomerically pure P-menthylphosphole-oxide units, this method affords enantiopure helical compounds. The helical phosphine oxides were characterized by X-ray diffraction. After reduction of the phosphine-oxides, the corresponding helical phosphines have been used as ligands in transition-metal complexes. The X-ray crystal structure of a gold chloride complex of a [6]helicene is reported. From phosphindoles to helicenes: Olefins with 1H-phosphindole or dibenzophosphole substituents are suitable precursors for P/N-bi-heterosubstituted dimeric helicenes, as well as for new [6]- and [8]phosphahelicenes. The highly diastereoselective oxidative photocyclization of these olefins opens up access to enantiomerically pure helical derivatives. The structural characterization of a helical phosphine oxide, sulfide, and gold complex is reported. Copyright
