有機ニトロ化合物の触媒的変換に関する研究

京都大学新制・課程博士博士(工学)甲第23910号工博第4997号新制||工||1780(附属図書館)京都大学大学院工学研究科材料化学専攻(主査)教授 中尾 佳亮, 教授 松原 誠二郎, 教授 杉野目 道紀学位規則第4条第1項該当Doctor of Philosophy (Engineering)Kyoto UniversityDFA

Reductive Denitration of Nitroarenes

The Pd-catalyzed reductive denitration of nitroarenes has been achieved via a direct cleavage of the C–NO₂ bonds. The catalytic conditions reported exhibit a broad substrate scope and good functional-group compatibility. Notably, the use of inexpensive propan-2-ol as a mild reductant suppresses the competitive formation of anilines, which are normally formed by other conventional reductions. Mechanistic studies have revealed that alcohols serve as efficient hydride donors in this reaction, possibly through β-hydride elimination from palladium alkoxides

The Suzuki–Miyaura Coupling of Nitroarenes

Synthesis of biaryls via the Suzuki–Miyaura coupling (SMC) reaction using nitroarenes as an electrophilic coupling partners is described. Mechanistic studies have revealed that the catalytic cycle of this reaction is initiated by the cleavage of the aryl–nitro (Ar–NO₂) bond by palladium, which represents an unprecedented elemental reaction

The Suzuki–Miyaura Coupling of Nitroarenes

Synthesis of biaryls via the Suzuki–Miyaura coupling (SMC) reaction using nitroarenes as an electrophilic coupling partners is described. Mechanistic studies have revealed that the catalytic cycle of this reaction is initiated by the cleavage of the aryl–nitro (Ar–NO₂) bond by palladium, which represents an unprecedented elemental reaction