1204306-92-2Relevant academic research and scientific papers
Dearomatization reactions of N-heterocycles mediated by group 3 complexes
Miller, Kevin L.,Williams, Bryan N.,Benitez, Diego,Carver, Colin T.,Ogilby, Kevin R.,Tkatchouk, Ekaterina,Goddard III, William A.,Diaconescu, Paula L.
, p. 342 - 355 (2010/03/25)
Group 3 (Sc, Y, Lu, La) benzyl complexes supported by a ferrocene diamide ligand are reactive toward aromatic N-heterocycles by mediating their coupling and, in a few cases, the cleavage of their C-N bonds. When these complexes reacted with 2,2′-bipyridine or isoquinoline, they facilitated the alkyl migration of the benzyl ligand onto the pyridine ring, a process accompanied by the dearomatization of the N-heterocycle. The products of the alkyl-transfer reactions act as hydrogen donors in the presence of aromatic N-heterocycles, ketones, and azobenzene. Experimental and computational studies suggest that the hydrogen transfer takes place through a concerted mechanism. An interesting disproportionation reaction of the dearomatized, alkyl-substituted isoquinoline complexes is also reported.
