Dissolving metal reduction of aceanthrylene and NMR analysis of a rigid, boat-shaped 9, 10-dihydroanthracene
PW Rabideau, JL Mooney, WK Smith…
文献索引：Rabideau, Peter W.; Mooney, Jennifer L.; Smith, W. Kimmer; Sygula, Andrzej; Paschal, Jonathan W. Journal of Organic Chemistry, 1988 , vol. 53, # 3 p. 589 - 591
Aceanthrylene is reduced by sodium/a" onia solution to its 2, 6-dihydro derivative (4), which indicates a protonation site in the dianion in contrast to the MNDO-calculated position of highest electron density. It is concluded that monoanion stability must be the prevailing feature. Compound 4 is also reduced by sodium/ammonia to provide 1, 9-ethano-9, 10- dihydroanthracene, which allowed the first proton NMR study of a rigid, boat-shaped ...
