Biphenalenylidene: the forgotten bistricyclic aromatic ene. A theoretical study
S Pogodin, I Agranat
Index: Pogodin, Sergey; Agranat, Israel Journal of the American Chemical Society, 2003 , vol. 125, # 42 p. 12829 - 12835
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Citation Number: 16
Abstract
The Lawesson reagent and P2S5 mediated reductive coupling of phenalenone (6) gives LPAH peropyrene (5) in 47% and 54% yields. The mechanism of the reaction involves the formation of phenalenethione (10), Z-and E-1, 1'-biphenalenylidene (3), and 9 as intermediates. The electrocyclization reaction of Z-3 to 9, followed by aromatization, gives 5. The results of an ab initio and DFT study of 3 and 2, 2'-biphenalenylidene (12) are ...
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