945907-32-4Relevant articles and documents
Reducing Diastereomorphous Bis(phosphane oxide) Atropisomers to One Atropisomerically Pure Diphosphane: A New Ligand and a Novel Ligand-Preparation Design
Sartorius, Frank,Trebing, Marc,Brückner, Charlotte,Brückner, Reinhard
supporting information, p. 17463 - 17468 (2017/11/27)
1,1′-Biphenyl-2,2′-diphosphanes with an achiral bridge spanning C-5 and C-5′ form atropisomers that are enantiomers. Accessing them in an atropisomerically pure form requires resolving a racemic mixture thereof or of a bis(phosphane oxide) precursor. 1,1′-Biphenyl-2,2′-diphosphanes with a homochiral bridge spanning C-5 and C-5′ form atropisomers that are diastereomers. We synthesized the first compound of this kind 1) atropselectively and 2) under thermodynamic control—seemingly a first-time exploit in diphosphane synthesis. The selectivity-inducing step was a high-temperature reduction of two non-interconverting bis(phosphane oxide) atropisomers (60:40 mixture). It furnished the desired diphosphane atropisomerically pure (and atropconvergently because the yield was 67 %). This diphosphane proved worthwhile in Tsuji–Trost allylations, the Hayashi addition of phenylboronic acid to cyclohexenone, and the asymmetric hydrogenation of methyl acetoacetate (up to 95 % yield and 95 % ee).
A family of chiral metal-organic frameworks
Gedrich, Kristina,Heitbaum, Maja,Notzon, Andreas,Senkovska, Irena,Froehlich, Roland,Getzschmann, Juergen,Mueller, Uwe,Glorius, Frank,Kaskel, Stefan
supporting information; experimental part, p. 2099 - 2106 (2011/03/22)
Chiral metal-organic frameworks with a three-dimensional network structure and wide-open pores (>30) were obtained by using chiral trifunctional linkers and multinuclear zinc clusters. The linkers, H3ChirBTB-n, consist of a 4,4′,4′′-benzene-1,3