Molecular self-induced configuration for improving dissymmetry factors in tetradentate platinum(II) enantiomers cycloaddition

Two pairs of Pt(II) enantiomers ((RR)/(SS)-PyPt, ((RR)/(SS)-Py: N,N'-(1,2-diphenylethane-1,2-diyl)dipicolinamide; (RR)-P/M-QPt, ((RR)/(SS)-Q: N,N'-((1R,2R)-1,2-diphenylethane-1,2-diyl)bis(quinoline-2-carboxamide)) were synthesized, respectively, with good circularly polarized luminescence (CPL) and tunable dissymmetry factors (g) by molecular self-induction with (RR)/(SS)-1,2-diphenylethane-1,2-diamine as carbon chiral sources. In the (RR)-P-QPt and (SS)-M-QPt, specific P- and M-configurations were effectively induced from intrinsic chiral carbon centres (R or S), ingeniously avoiding the racemic mixture formation and chiral separation. Furthermore, the chirality originating from both chiral carbon centres and helicene-like structure improves the g factor significantly, which provides a new molecular design strategy for chiral Pt(II) enantiomers with good CPL properties. (C) 2021 Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences.

Automated summary

Two pairs of Pt(II) enantiomers with good circularly polarized luminescence and tunable dissymmetry factors were successfully synthesized by using (RR)/(SS)-1,2-diphenylethane-1,2-diamine as carbon chiral sources. This method ingeniously avoids the formation of racemic mixture and chiral separation, and significantly improves the dissymmetry factors through the chirality originating from both chiral carbon centres and helicene-like structure.