Key Laboratory of Green Chemistry and Technology of Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Road, Chengdu 610064, P. R. China.
Chem Commun (Camb). 2023 Jul 18;59(58):8957-8960. doi: 10.1039/d3cc01748f.
Herein, the synthesis and chemical resolution of 1,1'-spirobisindane-3,3'-dione have been accomplished utilizing inexpensive and readily available benzaldehyde and acetone as starting materials, and (1,2)- or (1,2)-1,2-diphenylethane-1,2-diol as a recyclable chiral resolution reagent. The further transformation of - and -1,1'-spirobisindane-3,3'-dione into chiral monomers and polymers has been achieved by the reasonable design of the synthetic route and the optimization of the polymerization conditions. The resulting chiroptical polymers exhibit blue emission with thermally activated delayed fluorescence (TADF), excellent optical activities with circular dichroism intensities per molar absorption coefficient () of up to 6.4 × 10, and intense circularly polarized luminescence (CPL) with luminescence dissymmetry factor () values of up to 2.4 × 10.
本文利用廉价易得的苯甲醛和丙酮作为起始原料，（1,2）-或（1,2）-1,2-二苯基乙烷-1,2-二醇作为可回收的手性拆分试剂，完成了 1,1'-螺二茚满-3,3'-二酮的合成和化学拆分。通过合理设计合成路线和优化聚合条件，将 - 和 -1,1'-螺二茚满-3,3'-二酮进一步转化为手性单体和聚合物。所得手性聚合物具有热激活延迟荧光（TADF）的蓝色发射，每摩尔消光系数（）高达 6.4×10 的优异光学活性，以及高达 2.4×10 的强圆偏振发光（CPL）。
