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A complementary pair of enantioselective switchable organocatalysts
Chemical Science ( IF 7.6 ) Pub Date : 2017-08-23 00:00:00 , DOI: 10.1039/c7sc02462b
Guillaume De Bo 1, 2, 3, 4 , David A. Leigh 1, 2, 3, 4 , Charlie T. McTernan 1, 2, 3, 4 , Shoufeng Wang 1, 2, 3, 4
Affiliation  

A pair of enantioselective switchable bifunctional catalysts are shown to promote a range of conjugate addition reactions in up to 95 : 5 e.r. and 95% conversion. Each catalyst can be switched OFF using conditions that switch the other catalyst ON. Catalyst ON : OFF ratios of up to 98 : 2 and 1 : 99 were achieved, with a ratio of reaction rates of up to 16 : 1 between the ON and OFF states, maintained over complete ON–OFF–ON and OFF–ON–OFF cycles. However, simultaneous operation of the catalyst pair in the same reaction vessel, which in principle could allow product handedness to be switched by simple EZ isomerisation of the catalyst pair, was unsuccessful. In this first generation complementary pair of enantioselective switchable organocatalysts, the OFF state of one catalyst inhibits the ON state of the other.

中文翻译:

一对互补的对映选择性可转换有机催化剂

已显示一对对映选择性可转换双官能催化剂可促进高达95   5 er和95%转化率的一系列共轭加成反应。可以使用打开其他催化剂的条件将每个催化剂关闭。催化剂ON   高达98的OFF比  2和1   99分别实现,用起来的反应率的比率为16   1的ON和OFF状态之间,保持了完整的ON-OFF-ON和OFF-ON-关闭循环。但是,在同一反应容器中同时运行催化剂对,原则上可以通过简单的EZ来切换产品操作性催化剂对的异构化未成功。在该第一对互补的对映选择性可切换有机催化剂对中,一种催化剂的OFF状态抑制了另一种催化剂的ON状态。
更新日期:2017-08-31
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