Palladium(II)-Catalyzed Remote meta-C–H Functionalization of Aromatic Tertiary Amines
| Autor: | Xiaohua Xu, Yu Zhou, Niuniu Xu, Bo Wang, Xiufang Xu, Zhong Jin |
|---|---|
| Rok vydání: | 2019 |
| Předmět: |
010405 organic chemistry
Aryl Organic Chemistry chemistry.chemical_element Substrate (chemistry) Regioselectivity 010402 general chemistry Ring (chemistry) 01 natural sciences Biochemistry Combinatorial chemistry 0104 chemical sciences Catalysis chemistry.chemical_compound chemistry Surface modification Physical and Theoretical Chemistry Selectivity Palladium |
| Zdroj: | Organic Letters. 21:1885-1889 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/acs.orglett.9b00499 |
| Popis: | Pd(II)-catalyzed remote C-H olefination of aromatic tertiary amines was achieved with high meta selectivity. With the assistance of an elaborated template, C-H functionalization of unreactive aryl tertiary amines, hindered by the p-π conjugation between the lone-pair electrons of the nitrogen atom and the phenyl ring, was realized with high meta regioselectivity via a quaternary ammonium salt assembly. The results demonstrate that apart from the distance and geometry of the template, the conformation of the arene substrate also plays a crucial role in the templated-assisted remote C-H functionalization. |
| Databáze: | OpenAIRE |
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