92115-08-7Relevant articles and documents
Transitional-Metal-Activated Organic Compounds, XXXV. - ortho-Alkylation of Aromatic Azo Compounds with Alkyllithium Reagents and Lithium Trimethylferrate(1-)
Kauffmann, Thomas,Jordan, Jan,Sander, Joerg
, p. 153 - 155 (2007/10/02)
Whereas methyllithium reacts with 4-(dimethylamino)-, 4-amino-, and 4-methoxyazobenzene, respectively, by ortho-methylation of the electron-rich phenyl residue of the azo compound, (CH3)3FeLi ortho-methylates the less electron-rich phenyl group of 4-(dimethylamino)azobenzene.A mechanistic rationalization is given for both reaction modes.Key Words: Lithium, organo compounds / Iron, organo compounds / Azo compounds / ortho-Alkylation