[摘要]：The prepn. of biaryls via oxidn. of organocuprates with easily synthesized octahydro[1,4:5,8]dimethanoanthraquinone (DAQ) is described. The oxidative coupling of organocuprates using DAQ was successfully employed for the prepn. of highly hindered biaryls and 9- and 10-membered macrocycles contg. biaryl linkages. The oxidative reactivity of DAQ towards organocuprates is found to be similar to the commonly utilized quinones such as duroquinone (DQ) and tetra-tert-butyl-biphenoquinone (BQ) and is in accord with their similar redn. potentials (measured by an electrochem. method). The structures of the quinones are also established with the aid of X-ray crystallog. The usage of DAQ for biaryl synthesis is advocated owing to the ready sepn. of reduced DAQ-H2 from biaryls as well as its ready-availability in multi-gram quantities.
