| Summary: | 碩士 === 國立中興大學 === 化學系所 === 105 === The synthesis of N-(2''-(diphenylphosphoryl)-[1,1''-biphenyl]-2-yl)-2,2,2-trifluoroacetamide (3a) has been achieved from the palladium catalytic and Ag(I)-assisted C-H functionalization of 2-trifluoroacetamidebipheny (1a) via phosphination. The source of diphenylphosphine oxide has to be added rather slowly by Syringe Pump (KDS100) to achieve the goal. The crystal structure of 3a was determined by X-ray crystal diffraction methods. Indeed, the phosphination took place at the ortho-position of interannular ring. A reaction mechanism is proposed based on the experimental results. While the substituent -CF3 in 1a is replaced by -C6H5, similar results were obtained and produced 3c. Nevertheless, a carbazole derivative 4b was obtained while the substituent is changed to an electron-withdrawing group, -CH3. It was found that the type of reaction product could be greatly affected by the substituent on the acetamidebiphenyl as well as by acidic or base reaction condition.
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