30481-43-7Relevant academic research and scientific papers
Synthesis, structure, thermal and nonlinear optical properties of a series of novel D-π-A chromophores with varying alkoxy substituents
Kosilkin, Ilya V.,Hillenbrand, Emily A.,Tongwa, Paul,Fonari, Alexandr,Zazueta, Joel,Fonari, Marina S.,Antipin, Mikhail,Dalton, Larry R.,Timofeeva, Tatiana
, p. 356 - 365 (2011)
Six new derivatives of the previously reported chromophore 2-(3-(4-hydroxystyryl)-5,5-dimethylcyclohex-2-enylidene)malononitrile (OH1) with potential application in electrooptics were synthesized and their crystal structures characterized using a single c
Exploring the vinylogous reactivity of cyclohexenylidene malononitriles: Switchable regioselectivity in the organocatalytic asymmetric addition to enals giving highly enantioenriched carbabicyclic structures
Dell'Amico, Luca,Rassu, Gloria,Zambrano, Vincenzo,Sartori, Andrea,Curti, Claudio,Battistini, Lucia,Pelosi, Giorgio,Casiraghi, Giovanni,Zanardi, Franca
supporting information, p. 11107 - 11114 (2014/08/18)
Modulation of the complex reactivity of cyclohexenylidene malononitriles using diverse β-aryl-substituted enals and proper organocatalytic modalities resulted in divergent asymmetric reaction patterns to furnish angularly fused or bridged carbabicyclic frameworks. In particular, use of remotely enolizable dicyanodienes 1, under one-pot sequential amine/NHC catalysis, led to [3 + 2] cycloaddition to afford ε,δ-bonded spiro[4.5]decanone structures 5. Alternatively, modifying the standard amine catalysis by adding a suitable chemical stimulus (p-nitrophenol cocatalyst) switched the reactivity decidedly toward a domino [4 + 2] cycloaddition to afford γ′,δ-bonded bicyclo[2.2.2]octane carbaldehydes 8. Products invariably formed in good yields, with rigorous chemo-, regio-, diastereo-, and enantiocontrol. Experimental evidence, including carbon isotope effects measured by 13C NMR, were indicative of the rate (and stereochemistry) determining step of these transformations and suggested a stepwise mechanism for the [4 + 2] cycloadditive pathway.
