Li Wen-Tao, Zhang Qiao, Hu Meng-Yang, Zhu Shou-Fei
Frontiers Science Center of Organic Matters, The State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, China.
Org Lett. 2023 Aug 4;25(30):5646-5649. doi: 10.1021/acs.orglett.3c02044. Epub 2023 Jul 24.
Hydroalumination of olefins generally gives thermodynamically controlled anti-Markovnikov addition selectivity in literatures. In this paper, a highly Markovnikov hydroalumination of aromatic terminal alkenes was realized to prepare various new benzylaluminum complexes by using the well-defined 2,9-diaryl-1,10-phenanthroline modified iron complex as the catalyst and commercially available DIBAL-H as the aluminum hydride reagent. This is the first ironcatalyzed alkene hydroalumination, and the regioselectivity observed in this study is different from the related reactions reported in the literatures.