<p>Chiral [2.2]paracyclophane (PCP) is a valuable scaffold in chiral ligands, catalysts and for materials; however, efficient synthetic methods, particularly those through asymmetric catalytic transformations, remain limited. Herein, we report a photoinduced cobalt-catalyzed asymmetric C–H functionalization to access a diverse range of acetoxylated and halogenated planar chiral PCPs with high efficiency (up to 97% yield) and excellent enantioselectivity (up to 99% ee). The broad utility of the presented approach is demonstrated through drug modification and the synthesis of chiral ligands and aggregation-induced emission-active materials.</p>

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Asymmetric C–H acetoxylation and halogenation of [2.2]paracyclophanes via photoinduced cobalt catalysis

  • Liang-Neng Wang,
  • Ke Gao,
  • Bing-Feng Wang,
  • Yue-Liu-Ting Fu,
  • Chu-Han Qu,
  • Siping Wei,
  • Liang-Qiu Lu,
  • Wen-Jing Xiao

摘要

Chiral [2.2]paracyclophane (PCP) is a valuable scaffold in chiral ligands, catalysts and for materials; however, efficient synthetic methods, particularly those through asymmetric catalytic transformations, remain limited. Herein, we report a photoinduced cobalt-catalyzed asymmetric C–H functionalization to access a diverse range of acetoxylated and halogenated planar chiral PCPs with high efficiency (up to 97% yield) and excellent enantioselectivity (up to 99% ee). The broad utility of the presented approach is demonstrated through drug modification and the synthesis of chiral ligands and aggregation-induced emission-active materials.