- Catalytic Sandmeyer cyanation as a synthetic pathway to aryl nitriles
-
The catalytic version of Sandmeyer reaction for a number of aryl diazonium salts was investigated. Aryl nitriles ArCN were obtained by the Cu(I)/Cu(II) catalyzed reactions of aryl diazonium salts with KCN in good yields. The reactions with diazonium salts with electron-withdrawing groups led to formation of a corresponding nitrile in a high yield. The yield was found to be lower for the compounds containing electron-donating groups.
- Beletskaya, Irina P.,Sigeev, Alexander S.,Peregudov, Alexander S.,Petrovskii, Pavel V.
-
p. 3810 - 3812
(2007/10/03)
-
- UV AND IR SPECTRA OF SOME ARENEDIAZOCYANIDES AND THEIR RADICAL-ANIONS
-
The UV and IR spectra of some arenediazocyanides and their radical-anions with the general formula p-X-C6H4N=NCN, where X=CH3O, CN, NO2, CNN=N, CNC6H4, NO2C6H4, CNN=NC6H4, NO2C6H4S, CNN=NC6H4O, CNN=NC6H4S, were studied.During radical formation long-wave absorption bands appear in the UV spectrum in the region of 600-700 nm.The frequencies of the absorption band for the nitrile group (Δν 80-95 cm-1) in the IR spectrum are shifted substantially.The integral intensities ACN increase by two orders of magnitude.The obtained experimental data show that during radical formation from the arenediazocyanides the additional electron is concentrated mainly at the diazocyanide group, and in the binuclear systems the effect of the anionic substituent N=NCN(1-) is not transmitted to the second benzene ring.It is suggested that the special features in the spectral characteristics of the arenediazocyanides and their radical-anions are due to the specific structural character of the azo group.
- Kachkurova, I. Ya.,Ashkinadze, L. D.,Shamsutdinova, M. Kh.,Kazitsyna, L. A.
-
p. 1629 - 1634
(2007/10/02)
-
- Phase-Transfer Synthesis of Arenediazocyanides and Synthesis of Arenediazosulfones from Arenediazonium Cations and the Formation of Reduced Pyridazines by 2 + 4 Cycloaddition Reactions
-
The remarkably versatile arenediazonium cations are also convenient to use and nondangerous when utilized as the BF4 or PF6 salts.Arenediazonium compounds have recently been shown to undergo the 2 + 4 Diels-Alder cycloaddition, but the reaction is solvent
- Ahern, Michael F.,Leopold, Ahuva,Beadle, James R.,Gokel, George W.
-
p. 548 - 554
(2007/10/02)
-