223510-73-4Relevant articles and documents
Molybdenum(II)-catalyzed allylation of electron-rich aromatics and heteroaromatics
Malkov, Andrei V.,Davis, Stuart L.,Baxendale, Ian R.,Mitchell, William L.,Kocovsky, Pavel
, p. 2751 - 2764 (2007/10/03)
The stable, readily available molybdenum(II) complexes [Mo(CO)4Br2]2 (B) and Mo(CO)3(MeCN)2-(SnCl3)Cl (C) have been found to catalyze C-C bond- forming allylic substitution with electronrich aromatics (e.g., 15 + PhOMe → 62) and heteroaromatics (e.g., 15 + 36 → 88) as nucleophiles under mild conditions (room temperature, 30 min-3 h). Remarkable is the para-selectivity for anisole, whereas phenol tends to favor ortho-substitution in certain instances. Mechanistic and stereochemical experiments are indicative of Lewis-acid catalysis rather than a metal template-controlled process.