4.8 Article

Ruthenium-catalyzed acceptorless dehydrogenative coupling of o-aminobenzyl alcohols with ketones to quinolines in the presence of carbonate salt

Journal

JOURNAL OF CATALYSIS
Volume 395, Issue -, Pages 340-349

Publisher

ACADEMIC PRESS INC ELSEVIER SCIENCE
DOI: 10.1016/j.jcat.2020.12.016

Keywords

Acceptorless hydrogenative coupling; Ruthenium; Metal-ligand bifunctional catalyst; 2,2 '-bibenzimidazole; Quinolines

Funding

  1. National Natural Science Foundation of China Jiangsu Province [BE2018051]
  2. Postgraduate Research & Practice Innovation Program of Jiangsu Province [KYCX20_0380]

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A ruthenium complex with a functional ligand was synthesized and found to be an efficient catalyst for the synthesis of quinolines. The NH units in the ligand were crucial for the catalytic activity. This research demonstrates the potential of metal-ligand bifunctional catalysts for acceptorless dehydrogenative reactions.
A ruthenium complex bearing a functional 2,2'-bibenzimidazole ligand [(p-cymene)Ru(BiBzImH(2))Cl][Cl] was designed, synthesized and found to be a general and highly efficient catalyst for the synthesis of quinolines via acceptorless dehydrogenative coupling of o-aminobenzyl alcohols with ketones in the presence of carbonate salt. It was confirmed that NH units in the ligand are crucial for catalytic activity. The application of this catalytic system for the scale-gram synthesis of biologically active molecular was also undertaken. Notably, this research exhibits new potential of metal-ligand bifuctional catalysts for acceptorless dehydrogenative reactions. (C) 2020 Elsevier Inc. All rights reserved.

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