REDUCTIVE COUPLING OF ANTHRACENE WITH 1, 2??AND 1, 3??DIHALIDES

E HOBOLTH, H LUND

Index: Hobolth,E.; Lund,H. Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1977 , vol. 31, p. 395 - 398

Full Text: HTML

Citation Number: 12

Abstract

RESULTS Electrochemical reduction of 1 in N, N-dimethylformamide (DMF) containing tetrabutylammonium iodide (TBAI) in the presence of 2 gave a mixture of 9-(2'-chloroethyl)-9, 10-dihydroanthracene (5) and 9, 10-dihydro-9, 10-ethanoanthracene (6). The ratio of 5 to 6 depended on the relative concentrations of 1 and 2, the higher the 2/1 ratio the higher the 5/6 ratio. The structure of 5 was proposed on the basis of the 1H NMR and mass spectra ( ...