3122-21-2Relevant articles and documents
Synthesis of 2-Cyano-1,1,2,2-tetraphenylethyl Cation and Silver Ion Assisted Solvolysis of sym-Tetraphenylethylene Dichloride
Wo, Shiming,Zieger, Herman E.,Millar, Michelle M.,Koch, Stephen A.
, p. 5925 - 5930 (1995)
The reaction of 3-chloro-2,2,3,3-tetraphenylpropanenitrile (2) with AgSbF6 or SbCl5 below -55 deg C in methylene chloride produces the stable, long-lived cation 2-cyano-1,1,2,2-tetraphenylethyl cation (5).Treatment of 5 with TMSCN affords a 98percent yield of 2,2,3,3-tetraphenylsuccinonitrile.It was also found that cation 5 generated with AlCl3 at 0 deg C can undergo intramolecular aromatic substitution to give 9-(cyanodiphenylmethyl)fluorene (8).In the reactions of sym-tetraphenylethylene dichloride (1) with CF3COOAg in the presence of methanol, it was found that tetraphenylethanone dimethyl ketal (9) can be synthesized in 91percent yield.Because rearrangement occured, 1-methoxy-1,2,2,2-tetraphenylethyl cation (15) is proposed as a reaction intermediate.In contrast, treatment of dichloride 1 with CF3CO2Ag in the presence of phenol or isopropyl or allyl alcohol did not produce the corresponding ketals but the 1,3-dioxolane ortho esters 19, 20, or 21 (2-alkoxy-2-trifluoromethyl)-4,4,5,5-tetraphenyl-1,3-dioxolanes).
Synthesis of Succinonitrile Derivatives by Homocoupling from Cyanohydrin Derivatives with a Low-Valent Titanium Reagent
Endo, Ryusei,Kishida, Atsushi,Matsunaga, Kazuma,Nagasawa, Kokoro,Takatori, Kazuhiko
, (2022/02/07)
A method is described for synthesizing succinonitrile derivatives bearing alkyl or aryl substituents from cyanohydrin derivatives using low-valent titanium. The active species in this reaction is proposed to be a resonance hybrid of the TiIV nitrile enolate and TiIII alkyl radical.
THERMALLY MODULATED ANTIOXIDANTS
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Page/Page column 49; 51, (2008/06/13)
Most carbon-centered free radical antioxidants are generated through hydrogen abstraction. Disclosed herein are a new class of antioxidant precursor compounds of the formula A-B, wherein upon exposure of the compounds to an increase in temperature, the co
Selective and efficient heterogeneous hydration of nitriles to amides using silica supported manganese dioxide
Khadilkar, Bhushan M.,Madyar, Virendra R.
, p. 2814 - 2819 (2007/10/03)
A highly efficient and selective method for hydration of nitriles to amides without formation of any detectable amount of acid, under heterogeneous reaction condition using silica supported manganese dioxide is reported. The mechanism of the reaction has been discussed. The reagent preparation is easy and carried out under microwave exposure within 5 min. The silica supported MnO2 reagent has been characterized by DRIFT and XRD techniques. Quantitative yields are obtained for commercially important heterocyclic amides such as pyridinecarboxamide, nicotinamide and pyrazinamide.