134456-79-4Relevant academic research and scientific papers
Unusual Fusion of α-Fluorinated Benzophenones under McMurry Reaction Conditions
Akhmetov, Vladimir,Feofanov, Mikhail,Ioutsi, Vitaliy,Hampel, Frank,Amsharov, Konstantin
, p. 1910 - 1913 (2019)
By exposure of α-fluorinated benzophenones to McMurry reaction conditions, we have observed the remarkable formation of 9,10-diphenylanthracene derivatives. This unexpected transformation necessitates the cleavage of the exceptionally stable aromatic C?F bond under mild McMurry conditions. In this work, the condensation of several related fluorinated benzo- and acetophenones has been investigated, which allow us to propose a domino-like fusion mechanism for this unusual transformation. The scope and limitations of the fluorine-promoted benzophenone fusion are subsequently discussed.
Reaction of Halo(trimethylsilyl)benzenes with Electrophiles and Bases - Carbodesilylation and Elimination as Competitive Reactions
Effenberger, Franz,Daub, Wolfgang
, p. 2113 - 2118 (2007/10/02)
Eliminationto dehydrobenzenes takes place as competitive reaction in the base-catalyzed carbodesilylation of 1-halo-2-(trimethylsilyl)benzenes 1 with carbonyl compounds 2 in the presence of furans 3, 6.Elimination is preferred with increasing leaving tendency of the halides (I > Br >> Cl >>F) and with decreasing reactivity of the carbonyl compounds.Exclusive elimination to 1,2-didehydrobenzenes - which are trapped with furans - occurs in the reaction when no electrophiles are present. Key Words: Halo(trimethylsilyl)benzenes, carbodesilylation and elimination of / Carbodesilylation / Elimination
