Efficient Dibenzo[c]acridine Helicene-like Synthesis and Resolution: Scaleup, Structural Control, and High Chiroptical Properties

Herein, we describe our recent expeditious synthesis of dibenzo[c]acridine helicene-like compounds on a large scale in pure enantiomeric form. This flexible synthesis allows for variation at several positions on the skeleton. Geometrical parameters related to these compounds have been obtained from monocrystal X-ray structure resolution. Additionally, chiroptical parameters have been recorded, highlighting the versatility of this family showing for example optical rotation at 589 nm varying between 135 and 150 deg g–1cm2.

本文报道了我们近期开发的可规模化制备高对映纯二苯并[c]吖啶类螺烯（helicene）样化合物的快速合成策略。该柔性合成路线可在分子骨架的多个位点实现结构修饰。通过单晶X射线衍射结构解析，我们获取了该类化合物的几何结构参数。此外，我们还测定了该类化合物的手性光学参数，结果显示该分子家族具有丰富的结构多样性：例如其在589 nm波长下的比旋光度介于135至150 deg·g⁻¹·cm²之间。