Atropisomeric Chiral Diiododienes (<i>Z</i>,<i>Z</i>)‑2,3-Di(1-iodo­alkylidene)­tetralins: Synthesis, Enantiomeric Resolution, and Application in Asymmetric Catalysis

The C2-symmetric tetralin-fused 1,4-diiodo-1,3-butadiene derivatives, (Z,Z)-2,3-di­(1-iodo­alkylidene)­tetralin 1a–c, are atropisomeric and can be resolved into the two persistent axially chiral enantiomers by HPLC on a chiral stationary phase. The enantiomerically pure compounds can serve as chiral organocatalysts for dearomatizing spirolactonization to show good performance in up to 73% ee.C₂对称的并四氢萘稠合1,4-二碘-1,3-丁二烯衍生物——(Z,Z)-2,3-二(1-碘亚烷基)四氢萘1a~c——属于阻转异构体，可通过手性固定相高效液相色谱（High Performance Liquid Chromatography, HPLC）拆分为两种稳定的轴手性对映体。该类对映体纯化合物可作为手性有机催化剂应用于去芳构化螺内酯化反应，展现出良好的催化性能，产物对映体过量值最高可达73%。