期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 55, 期 36, 页码 10578-10599出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201600791
关键词
C-H functionalization; directing groups; palladium; rhodium; ruthenium
资金
- NSF Center for Stereoselective C-H Functionalization [CHE-0943980]
Achieving selective C-H activation at a single and strategic site in the presence of multiple C-H bonds can provide a powerful and generally useful retrosynthetic disconnection. In this context, a directing group serves as a compass to guide the transition metal to C-H bonds by using distance and geometry as powerful recognition parameters to distinguish between proximal and distal C-H bonds. However, the installation and removal of directing groups is a practical drawback. To improve the utility of this approach, one can seek solutions in three directions: 1)Simplifying the directing group, 2)using common functional groups or protecting groups as directing groups, and 3)attaching the directing group to substrates via a transient covalent bond to render the directing group catalytic. This Review describes the rational development of an extremely simple and yet broadly applicable directing group for Pd-II, Rh-III, and Ru-II catalysts, namely the N-methoxy amide (CONHOMe) moiety. Through collective efforts in the community, a wide range of C-H activation transformations using this type of simple directing group have been developed.
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