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Updated: May 10, 2026

Self-assembling Morphologies Obtained from Helical Polycarbodiimide Copolymers and Their Triazole Derivatives
Published on: February 7, 2017
Heterohelicenes with embedded P-chiral 1H-phosphindole or dibenzophosphole units: diastereoselective photochemical
Keihann Yavari1, Pascal Retailleau, Arnaud Voituriez
1Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Centre de Recherche de Gif, 1, av. de la Terrasse, 91198 Gif-sur-Yvette, France.
Abstract:
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.
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