Key Laboratory for Radiation Physics and Technology of Ministry of Education, Institute of Nuclear Science and Technology, College of Chemistry, Analytical & Testing Center , Sichuan University , Chengdu 610064 , China.
Department of Chemistry & Biochemistry and the Materials Science Institute , University of Oregon , Eugene , Oregon 97403-1253 , United States.
Org Lett. 2019 Feb 1;21(3):652-655. doi: 10.1021/acs.orglett.8b03778. Epub 2019 Jan 14.
A supramolecular approach to catalyzing the Ritter reaction by utilizing enhanced anion-binding affinity in the presence of alkali metal cations was developed with ditopic hydrogen-bonded amide macrocycles. With prebound cations in the macrocycle, particularly Li ion, their metal complexes exhibit greatly enhanced catalytic activities. The catalysis is switchable by removal or addition of the bound cation. The method described in this work may be generalized for use in other anion-triggered organic reactions involving heteroditopic receptors capable of ion pairing.
利用双位点氢键酰胺大环在碱金属阳离子存在下增强阴离子结合亲和力的超分子方法,实现了Ritter 反应的催化。在大环中预先结合阳离子,特别是锂离子,其金属配合物表现出大大增强的催化活性。通过去除或添加结合的阳离子可以实现催化的开关。本工作中描述的方法可以推广用于其他涉及能够离子配对的杂双位点受体的阴离子引发的有机反应。