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NN型双齿半夹心Ru(Ⅱ)化合物:无受体脱氢环化合成喹啉和吡咯衍生物的催化剂
引用本文:胡博文,张宇哲,尹鸽平,陈大发.NN型双齿半夹心Ru(Ⅱ)化合物:无受体脱氢环化合成喹啉和吡咯衍生物的催化剂[J].有机化学,2020(1):53-60.
作者姓名:胡博文  张宇哲  尹鸽平  陈大发
作者单位:哈尔滨工业大学化工与化学学院
基金项目:国家自然科学基金(Nos.21672045,21871068);中国博士后基金(No.2016M591519);黑龙江省博士后基金(No.LBH-Z16069);黑龙江省自然科学基金(Nos.B2018005,LC2018005)资助项目。
摘    要:四个含NN型双齿配体的半夹心(η^6-p-cymene)Ru(II)化合物被成功制备.这四个化合物分别为(η^6-p-cymene)-Ru(C5H4N-C5H3N-OH)(1),(η^6-p-cymene)Ru(C5H4N-CH2-C5H4N)(2),(η^6-p-cymene)Ru(C5H4N-CH2-C5H3N-OH)(3)和(η^6-p-cymene)Ru(C5H4N-CH2-C5H3N-OCH3)(4).这些化合物通过核磁氢谱、碳谱和元素分析等手段表征,化合物2的结构被X射线单晶衍射证实.将这些化合物应用于催化氨醇与酮的环化反应,其中3的催化效率最高.在0.5mol%化合物3的存在下,制备了一系列喹啉和吡啶衍生物.

关 键 词:半夹心    无受体脱氢环化  双齿配体  2-羟基吡啶

Half-Sandwich Ruthenium(Ⅱ) Complexes with Bidentate NN Ligands:Active Catalysts for the Synthesis of Quinolines and Pyrroles by Acceptorless Dehydrogenative Cyclization
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(1):53-60.
Authors:Hu Bowen  Zhang Yuzhe  Yin Geping  Chen Dafa
Affiliation:(School of Chemistry and Chemical Engineering,Harbin Institute of Technology,Harbin 150001)
Abstract:Four(η^6-p-cymene)Ru(II) complexes with bidentate NN ligands,(η^6-p-cymene)Ru(C65H4N-C5H3N-OH)(1),(η-pcymene)Ru(C5H4N-CH2-C5H4N)(2),(η^6-p-cymene)Ru(C5H4N-CH2-C5H3N-OH)(3) and(η^6-p-cymene)Ru(C5H4N-CH2-C5H3N-OCH3)(4) were prepared. These complexes were all characterized by 1H 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.
Keywords:half-sandwich  ruthenium  acceptorless dehydrogenative cyclization  bidentate ligand  2-hydroxypyridine
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