Also known as diphenylethylenediamine, DPEN, 1,2-diphenylethane-1,2-diamine
1,2-Diphenyl-1,2-ethylenediamine, DPEN, is an organic compound with the formula H2NCHPhCHPhNH2, where Ph is phenyl (C6H5). DPEN exists as three stereoisomers: meso and two enantiomers S,S- and R,R-. The chiral diastereomers are used in asymmetric hydrogenation. Both diastereomers are bidentate ligands.
1,2-Diphenyl-1,2-ethylenediamine, DPEN, is an organic compound with the formula H2NCHPhCHPhNH2, where Ph is phenyl (C6H5). DPEN exists as three stereoisomers: meso and two enantiomers S,S- and R,R-. The chiral diastereomers are used in asymmetric hydrogenation. Both diastereomers are bidentate ligands.
==Preparation and optical resolution== 1,2-Diphenyl-1,2-ethylenediamine can be prepared from benzil by reductive amination. DPEN can be obtained as both the chiral and meso diastereomers, depending on the relative stereochemistry of the two CHPhNH2 subunits. The chiral diastereomer, which is of greater value, can be resolved into the R,R- and S,S- enantiomers using tartaric acid as the resolving agent. In methanol, the R,R enantiomer has a specific rotation of [α]23 +106±1°.
Discovered by embedding cosine similarity (sentence-transformers MiniLM, 384-dim).