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Regiodivergent C–H Arylation of Triphenylene Derivatives Controlled by Electronic Effects of Diaryliodonium Salts
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2021-01-22 , DOI: 10.1021/acs.joc.0c02900
Ke Zhao 1 , Yu Du 1 , Qiong Peng 1 , Wen-Hao Yu 1 , Bi-Qin Wang 1 , Chun Feng 1 , Shi-Kai Xiang 1
Affiliation  

A regiodivergent C–H arylation of triphenylene derivatives with diaryliodonium salts was developed. The regiodivergence was controlled by electronic effects of diaryliodonium salts. When the aryl(mesityl)iodonium salts bearing strong electron-donating groups at the para-position of aryl groups were used, the arylation reactions occurred ortho to amide groups. However, if the aryl(mesityl)iodonium salts bearing electron-withdrawing groups or weak electron-donating groups at the para-position of aryl groups were utilized, the arylation reactions occurred meta to amide groups.

中文翻译:

二芳基碘鎓盐的电子效应控制的三亚苯基衍生物的区域发散CH芳基化

已开发出具有亚芳基鎓盐的三亚苯基衍生物的区域发散性C–H芳基化。区域差异是由二芳基碘鎓盐的电子效应控制的。当轴承强给电子基团在芳基(三甲苯基)碘鎓盐芳基的-位被使用,芳基化反应发生邻位至酰胺基团。然而,如果芳基(三甲苯基)碘鎓盐轴承吸电子在基团或弱供电子基团对位的芳基的-位被利用,芳基化反应发生至酰胺基团。
更新日期:2021-02-05
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