期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 81, 期 17, 页码 7459-7470出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b01147
关键词
-
资金
- National University of Singapore [R-143-000-555-112]
Using DFT calculations, we investigated the use of halogen bonding (XB) interactions to accelerate and control organic reactions, namely Diels-Alder reaction, Claisen rearrangement, and Cope-type hydroamination. Our designed triarylbenzene tripodal organocatalyst is characterized by three halogen bond donors, perfluoro-iodophenyl groups. The calculated transition states unravel multiple halogen bonds between the iodine atoms and various types of halogen bond acceptors (lone pair, it and a bonds). These cooperative noncovalent interactions provide efficient binding between the catalyst and substrate (similar to 15 kcal/mol binding energy) and are the key factors for transition-state stabilization and molecular recognition. On the basis of our DFT calculations and calculated turnover frequencies, the XB-catalyzed reactions are bonding catalysis reported in literature. found to be competitive with the corresponding hydrogen
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据