51640-06-3Relevant articles and documents
Synthesis of Azobenzenes from Quinone Acetals and Arylhydrazines
Carreno, M. Carmen,Mudarra, Gerardo Fernandez,Merino, Estibaliz,Ribagorda, Maria
, p. 3413 - 3416 (2007/10/03)
Direct reaction between quinone bisacetals and arylhydrazines gives azobenzenes. The presence of catalytic amounts of cerium ammonium nitrate strongly accelerates the reaction. When the bisacetal has a substituent at the 2,5-cyclohexadiene framework, only one regioisomer is formed. The method represents a simple, mild, and novel synthetic access to differently substituted azocompounds in high to excellent yield.
A New and Regioselective Synthesis of Aromatic Diazene Derivatives
Neumann, Wilhelm P.,Wicenec, Christian
, p. 2297 - 2301 (2007/10/02)
A new method for the preparation of aromatic diazene derivatives 3a-l, 5, 7a, b, 9 under very mild conditions is described.The reaction of trialkylarylstannanes with nitro-substituted benzenediazonium tetrafluoroborates leads, by strict ipso substitution, to the corresponding diaryldiazenes in satisfactory to high yields.Due to the excellent leaving group quality of the stannyl group azo compounds may be prepared which are not accessible by normal electrophilic azo coupling.The products can be valuable precursors, obtained by reduction of the amines or other derivatizations, for consecutive aromatic compounds.Key Words: Aromatic substitution, electrophilic / Azo compounds, synthesis of / Diazonium compounds, aromatic, coupling reaction of, with trialkylarylstannanes / Trialkylarylstannanes, application of
