A Transition-Metal-Catalyzed Enediyne Cycloaromatization
作者:Joseph M. O'Connor、Seth J. Friese、Betsy L. Rodgers
DOI:10.1021/ja050060a
日期:2005.11.30
The pentamethylcyclopentadienyl iron cation, generated from [(eta5-C5Me5)Fe(NCMe)3]PF6, triggers the room temperature cycloaromatization of acyclic and alicyclic enediynes, in the presence of either 1,4-cyclohexadiene or terpinene as the hydrogen-atom donor, to give metal-arene products in good to excellent yields. Photolysis of the metal-arene complexes liberates the arene from the metal in excellent yield. The first demonstration of a transition-metal-catalyzed cycloaromatization of conjugated enediynes has been achieved under photochemical conditions utilizing either [(eta5-C5Me5)Fe(NCMe)3]PF6 or [(eta5-C5Me5)Fe(eta6-1,2-(Prn)2C6H4)]PF6 as the catalyst precursor. The use of a metal and light has led to a convenient method for cycloaromatization of a trans-enediyne.
McNair, Amy M.; Mann, Kent R., Inorganic Chemistry, 1986, vol. 25, # 15, p. 2519 - 2527