Functionalization of Azacalixaromatics by Cu(II)-Catalyzed Oxidative Cross-Coupling Reaction between the Arene C-H Bond and Boronic Acids.
Catalyzed by Cu(ClO4)2·6H2O under mild aerobic conditions using air as the oxidant, azacalix[1]arene[3]pyridines underwent a highly efficient oxidative cross-coupling reaction with a large number of aryl-, alkenyl-, and alkylboronic acids to afford diverse functionalized macrocycles. Stoichiometric reactions of an arylboronic acid with isolated and structurally well-defined high valent organocopper compounds indicated the involvement of arylcopper(II) rather than arylcopper(III) species as an organometallic intermediate in catalysis.
Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University , Beijing 100084, China.
Yang
Y
Liu
Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University , Beijing 100084, China.
Chao
C
Long
Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University , Beijing 100084, China.
Liang
L
Zhao
Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University , Beijing 100084, China.
Mei-Xiang
MX
Wang