1465020-69-2Relevant academic research and scientific papers
6,6-Dicyanopentafulvenes: Teaching an old dog new tricks
Finke, Aaron D.,Diederich, Franois
, p. 19 - 30 (2015/03/04)
6,6-Dicyanopentafulvene (DCF) is a fascinating molecular entity that consists of a cyclopentadiene ring conjugated to an exocyclic double bond bearing two cyano groups on its periphery. Herein, we give a brief history of the chemistry of DCFs prior to our
A mild, thermal pentafulvene-to-benzene rearrangement
Finke, Aaron D.,Haberland, Sophie,Schweizer, W. Bernd,Chen, Peter,Diederich, Francois
supporting information, p. 9827 - 9830 (2013/09/23)
Walk this way: More than 40 years after the discovery that fulvene can thermally rearrange to benzene at high temperatures, it has been found that 6,6-dicyanopentafulvenes can rearrange quantitatively to 1,3- and 1,4-dicyanobenzenes under mild conditions in polar aprotic solvents. A polar ring-walk mechanism is proposed to explain this unprecedented reactivity. Copyright
