Ruthenium-Catalyzed Carbonylation at Ortho C-H Bonds in Aromatic Amides Leading to Phthalimides: C-H Bond Activation Utilizing a Bidentate System
Ruthenium-Catalyzed Carbonylation at Ortho C-H Bonds in Aromatic Amides Leading to Phthalimides: C-H Bond Activation Utilizing a Bidentate System
复制标题
DOI：
10.1021/ja900046z
复制
发表时间：
2009-05-27
影响因子：
15
通讯作者：
Chatani, Naoto
中科院分区：
文献类型：
--
作者：
Inoue, Satoshi;Shiota, Hirotaka;Chatani, Naoto
以吡啶-2-甲基氨基为双齿导向基团，实现了芳香酰胺类化合物1中邻位C-H键的新型羰化反应。需要乙烯作为氢的受体，也需要水的存在，可能是为了产生活性催化物种。芳香酰胺的取代基种类繁多，包括甲氧基、氨基、酯、酮、氰基、氯，甚至溴取代基。化合物9是通过1b和Ru-3(CO)(12)的化学计量反应分离出来的，其中Ib以预期的N，N方式与一个Ru原子结合，而羰基氧作为O供体与另一个Ru原子结合
A new type of carbonylation of the ortho C-H bonds in aromatic amides 1, in which the pyridin-2-ylmethylamino moiety functions as a bidentate directing group, can be achieved. The presence of ethylene as a hydrogen acceptor and also of H2O, probably for the generation of an active catalytic species, is required. A wide variety of functional groups, including methoxy, amino, ester, ketone, cyano, chloro, and even bromo substituents, can be substituted for aromatic amides. The complex 9 was isolated by the stoichiometric reaction of 1b and Ru-3(CO)(12), in which I b binds to one Ru atom in the expected N,N fashion and the carbonyl oxygen binds to the other Ru atom as an O donor