From Acenaphthenes to (+)-Delavatine A: Visible-Light-Induced Ring Closure of Methyl (α-Naphthyl) Acrylates was written by Peez, Theodor;Luy, Jan-Niclas;Harms, Klaus;Tonner, Ralf;Koert, Ulrich. And the article was included in Chemistry – A European Journal in 2018.Quality Control of (R)-(6,6′-Dimethoxy-[1,1′-biphenyl]-2,2′-diyl)bis(diphenylphosphine) This article mentions the following:
Disclosed herein is a visible light mediated cyclization of Me (α-naphthyl) acrylates and heteroaromatic analogs yielding substituted acenaphthenes and azaacenaphthenes, e.g., I. This highly functional-group-tolerant transformation was put to the test in an enantioselective formal synthesis of delavatine A (II). Mechanistic details were elucidated by DFT-calculations revealing an unusual intramol. H-transfer mediated by a primary amine. The generality of this transformation enables a novel synthetic strategy of five membered ring annulation at an advanced stage, allowing reliance upon naphthalene chem. up to the point of acenaphthene construction. In the experiment, the researchers used many compounds, for example, (R)-(6,6′-Dimethoxy-[1,1′-biphenyl]-2,2′-diyl)bis(diphenylphosphine) (cas: 133545-16-1Quality Control of (R)-(6,6′-Dimethoxy-[1,1′-biphenyl]-2,2′-diyl)bis(diphenylphosphine)).
(R)-(6,6′-Dimethoxy-[1,1′-biphenyl]-2,2′-diyl)bis(diphenylphosphine) (cas: 133545-16-1) belongs to chiral phosphine ligands. Generally, the efficiency of nucleophilic phosphine catalysis often depends on the nature of the tertiary phosphine. Trivalent phosphorus compounds called phosphines have a tetrahedral electron-group geometry which makes them structurally analogous to amines.Quality Control of (R)-(6,6′-Dimethoxy-[1,1′-biphenyl]-2,2′-diyl)bis(diphenylphosphine)
Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis