Aryltriazenes react with aromatic solvents in the presence of trifluoroacetic acid to produce biaryls. The mechanism of the reaction involves the formation of arenediazonium trifluoroacetates which lose nitrogen to give mainly aryl radicals.
chromatography (eluting with 10% ether/1% acetic acid/hexane) gave 114 mg (76%) of the acid 7, n = 4: IR 1710 cm"* 1 ***(C02H);UV 272, 283 nm (t 47700 and 37400); XH NMR (300 MHz) was identical with the spectrum of 6, n = 4, except the C02CH3 signal was missing and the triplet for H-2 was at 2.39 ppm.
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