91879-92-4Relevant academic research and scientific papers
Effect of Substituents on the Bond Strength of Air-Stable Dicyanomethyl Radical Thermochromes
Peterson, Joshua P.,Geraskina, Margarita R.,Zhang, Rui,Winter, Arthur H.
, p. 6497 - 6501 (2017/06/23)
A series of substituted aryl dicyanomethyl radicals were synthesized, and the bonding thermodynamic parameters for self-dimerization were determined from van't Hoff plots obtained from variable-temperature electron paramagnetic resonance and ultraviolet-v
A convenient protocol for the synthesis of hindered aryl malononitriles
Schnyder, Anita,Indolese, Adriano F.,Maetzke, Thomas,Wenger, Jean,Blaser, Hans-Ulrich
, p. 3167 - 3169 (2008/02/13)
A technically feasible method has been developed for the synthesis of variety of aryl malononitriles in high yields (70-95%) using the palladium-catalyzed coupling reaction of malononitrile with aryl bromides and chlorides, respectively. The influence a s
A novel and efficient arylation of malononitrile catalyzed by nickel(0) complexes
Cristau,Vogel,Taillefer,Gadras
, p. 8457 - 8460 (2007/10/03)
We report the first use of a nickel catalyst for the direct arylation of a β-difunctionalized compound, the malononitrile, from halogenated aromatic substrates. The catalytic system is quite simple: Ni(PPh3)3, generated in situ from
Termodynamics and Kinetics of Carbon-Carbon Bond Formation and Heterolysis Through Reactions of Carbocations with Carbanions in Solution
Arnett, Edward M.,Molter, Kent
, p. 383 - 389 (2007/10/02)
Rate data are presented for the heterolysis of carbon-carbon bonds and their formation through coordination of resonance-stabilized carbocations and carbanions in acetonitrile solution at 25 deg C.These rates were determined by NMR line broadening and by the T jump technique (in a solution containing 0.48 M supporting electrolyte).Preliminary results are given for a "master equation" to predict some heterolysis energies in solution as a complement to Benson's method for homolysis energies.The results provide for the first time an opportunity to compare the effects of structure variation on the kinetic and thermodynamic properties for such an ostensibly simple reaction in solution.All evidence so far accumulated indicates that these reactions are dominated by ion-solvation factors so that they have little bearing on the gas-phase heterolysis energies.Ionic strength effects and substituent variation suggest that charge development is about half developed at the transition state, but we argue that this cannot be translated simply into pictures of transition-state structure.The results provide a flagrant reversal of the frequently invoked "reactivity selectivity principle" since the most reactive cation is also most selective.On the basis of these results and many others which have appeared recently it may be appropriate to discard the reactivity selectivity principle as a useful principle for either prediction or interpretation.
A New Method of Synthesis of Arylmalononitriles catalysed by a Palladium Complex
Uno, Mitsunari,Seto, Koji,Takahashi, Shigetoshi
, p. 932 - 933 (2007/10/02)
Arylmalononitriles are prepared in good yields using a palladium-catalysed coupling reaction between aryl halides and malononitrile.
