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Chiral compounds with a 1,2‐diamine structure motif and their derivatives are of great interest in organic chemistry and are broadly used in asymmetric transformations, as chiral auxiliaries, (co)ligands, and ligand core structure. Here, we present a straightforward, diastereoselective synthesis for a diamide‐bridged biaryl ligand. The ring closing reaction of the racemic atropos biphenyl 6,6′‐dimethoxy‐[1,1′‐biphenyl]‐2,2′‐dicarboxylic...
Diaziridines are very interesting representatives of organic compounds containing stereogenic nitrogen atoms. In particular, 1,2‐dialkyldiaziridines show extraordinarily high stereointegrity. The lone electron pairs of the nitrogen atoms are in trans configuration, avoiding a four‐electron repulsive interaction. Furthermore, the trans configuration of the substituents at the nitrogen atoms is energetically...
We investigated the stereodynamics of 5,5’‐substituted tropos BIPHEP ligands (2,2’‐bis(diphenylphosphino)‐biphenyls) by enantioselective dynamic high‐performance liquid chromatography (DHPLC) to elucidate the influence of the substitution pattern and electronics of the substituents (methyl, methoxy, and hydroxyl groups). By temperature‐dependent dynamic HPLC measurements the activation parameters...
The antidepressant drug tetramezine [1,2‐bis‐(3,3‐dimethyldiaziridin‐1‐yl)ethane] consists of two bridged diaziridine moieties with four stereogenic nitrogen centers, which are stereolabile and, therefore, are prone to interconversion. The adjacent substituents at the nitrogen atoms of the diaziridines moieties exist only in an antiperiplanar conformation, which results in a coupled interconversion...
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