Citation: Hu Bowen, Zhang Yuzhe, Yin Geping, Chen Dafa. Half-Sandwich Ruthenium(Ⅱ) Complexes with Bidentate NN Ligands:Active Catalysts for the Synthesis of Quinolines and Pyrroles by Acceptorless Dehydrogenative Cyclization[J]. Chinese Journal of Organic Chemistry, ;2020, 40(1): 53-60. doi: 10.6023/cjoc201908017 shu

Half-Sandwich Ruthenium(Ⅱ) Complexes with Bidentate NN Ligands:Active Catalysts for the Synthesis of Quinolines and Pyrroles by Acceptorless Dehydrogenative Cyclization

School of Chemistry and Chemical Engineering, Harbin Institute of Technology, Harbin 150001

Corresponding author: Hu Bowen, bowenhu@hit.edu.cn
Received Date: 11 August 2019
Revised Date: 16 September 2019
Available Online: 25 January 2019
Fund Project: the National Natural Science Foundation of Heilongjiang Province B2018005the Heilongjiang Provincial Postdoctoral Foundation LBH-Z16069the China Postdoctoral Science Foundation 2016M591519Project supported by the National Natural Science Foundation of China (Nos. 21672045, 21871068), the China Postdoctoral Science Foundation (No. 2016M591519), the Heilongjiang Provincial Postdoctoral Foundation (No. LBH-Z16069), and the National Natural Science Foundation of Heilongjiang Province (Nos. B2018005, LC2018005)the National Natural Science Foundation of Heilongjiang Province LC2018005the National Natural Science Foundation of China 21871068the National Natural Science Foundation of China 21672045

Figures(3)

Four (η⁶-p-cymene)Ru(Ⅱ) complexes with bidentate NN ligands, (h⁶-p-cymene)Ru(C₅H₄N-C₅H₃N-OH) (1), (η⁶-p-cymene)Ru(C₅H₄N-CH₂-C₅H₄N) (2), (η⁶-p-cymene)Ru(C₅H₄N-CH₂-C₅H₃N-OH) (3) and (η⁶-p-cymene)Ru(C₅H₄N-CH₂-C₅H₃N-OCH₃) (4) were prepared. These complexes were all characterized by¹H NMR, ¹³C NMR and elemental analysis, and complex 2 was further determined by single crystal crystallography. Complexes 1~4 were treated as catalysts for cyclizations of amino alcohols with ketones, and complex 3 exhibited the highest activity. The cyclization reactions proceeded in toluene with 0.5 mol% catalyst loading, and a series of quinolines and pyrroles were synthesized.
- half-sandwich,
- ruthenium,
- 1cceptorless dehydrogenative cyclization,
- 2identate ligand,
- 2-hydroxypyridine
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