Liu Xufang, Kostenko Arseni, Roy Matthew M D, Weng Tobias, Inoue Shigeyoshi
Department of Chemistry, Institute of Silicon Chemistry and Catalysis Research Center, TUM School of Natural Sciences, Technische Universität München, Garching bei München, Germany.
Nat Commun. 2025 Sep 5;16(1):8230. doi: 10.1038/s41467-025-63460-9.
Catalytic reduction of quinolines has gained continuous interest in both academia and industry, providing direct and efficient access to tetrahydroquinolines or 1,2-dihydroquinolines. The catalytic preparation of tetrahydroquinolines has been extensively studied by transition metal complexes. By contrast, the related catalytic synthesis of 1,2-dihydroquinolines remains underdeveloped due to the difficulties in achieving precise control over both chemo- and regioselectivity. Here, we demonstrate a catalytic 1,2-reduction of quinolines using a dinuclear aluminum complex, allowing for the highly selective synthesis of a rich array of 1,2-dihydroquinolines through the combination of bimetallic catalysis and metal-ligand cooperation. These investigations showcase the capacity of main group metal catalysts to achieve reactivities distinct from well-studied transition-metal catalysis.
喹啉的催化还原在学术界和工业界都一直备受关注,它为直接、高效地合成四氢喹啉或1,2 - 二氢喹啉提供了途径。过渡金属配合物对四氢喹啉的催化制备已得到广泛研究。相比之下,由于难以精确控制化学选择性和区域选择性,1,2 - 二氢喹啉的相关催化合成仍未得到充分发展。在此,我们展示了一种使用双核铝配合物对喹啉进行催化1,2 - 还原的方法,通过双金属催化和金属 - 配体协同作用,能够高度选择性地合成一系列丰富的1,2 - 二氢喹啉。这些研究表明主族金属催化剂具有实现与深入研究的过渡金属催化不同的反应活性的能力。