New methodology for the alkylation of amines is an intriguing issue in both academia and industry. Recently, several groups reported the metal‐free B(C6F5)3‐catalyzed N‐alkylation of amines, but the mechanistic details of these important reactio...
http://chineseinput.net/에서 pinyin(병음)방식으로 중국어를 변환할 수 있습니다.
변환된 중국어를 복사하여 사용하시면 됩니다.
https://www.riss.kr/link?id=O120550903
2018년
-
1861-4728
1861-471X
SCOPUS;SCIE
학술저널
701-709 [※수록면이 p5 이하이면, Review, Columns, Editor's Note, Abstract 등일 경우가 있습니다.]
0
상세조회0
다운로드다국어 초록 (Multilingual Abstract)
New methodology for the alkylation of amines is an intriguing issue in both academia and industry. Recently, several groups reported the metal‐free B(C6F5)3‐catalyzed N‐alkylation of amines, but the mechanistic details of these important reactio...
New methodology for the alkylation of amines is an intriguing issue in both academia and industry. Recently, several groups reported the metal‐free B(C6F5)3‐catalyzed N‐alkylation of amines, but the mechanistic details of these important reactions are unclear. Herein, a computational study was performed to elucidate the mechanism of the N‐alkylation of amines with formic acid catalyzed by the Lewis acid B(C6F5)3 in the presence of hydrosilane. We found that the reaction started with the activation of formic acid through a novel model. Then, the high electrophilicity of the C center of the formic acid unit and the nucleophilic character of the amine resulted in a C−N coupling reaction. Finally, two sequential silyl‐group and H− transfer steps occurred to generate the final product. Upon comparing the reaction barrier and the hydrogenation of indole, our mechanism is more favorable than that proposed by the group of Yu and Fu.
3‐2‐1 action! HCO2H is activated by two sequential silylation reactions, and this is accompanied by an increase in the electrophilicity of the C center of formic acid. The N‐alkylation of amines with activated formic acid under the catalysis of B(C6F5)3 is then examined. Upon comparing reaction barriers and the hydrogenation of indole, we propose a mechanism that is more favorable than that previously reported.
Carbon Dots: Bottom‐Up Syntheses, Properties, and Light‐Harvesting Applications
Integrating TEMPO and Its Analogues with Visible‐Light Photocatalysis
Energy Transfer in Dye‐Coupled Lanthanide‐Doped Nanoparticles: From Design to Application
Ethylene Glycol Electrooxidation Based on Pentangle‐Like PtCu Nanocatalysts