Metal-Dependent Reactivity of Electrophilic Platinum Group Metal Lewis Acid Catalysts: Competitive Alkene Dimerization, Intramolecular Friedel-Crafts Alkylation, and Carbonyl-Ene Reactivity
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- 作者：Simon Doherty ; Julian G. Knight ; Catherine H. Smyth ; Ross W. Harrington ; William Clegg
- 刊名：Organometallics
- 出版年：2007
- 出版时间：November 19, 2007
- 年：2007
- 卷：26
- 期：24
- 页码：5961 - 5966
- 全文大小：124K
- 年卷期：v.26,no.24(November 19, 2007)
- ISSN：1520-6041
文摘
Lewis acid complexes of the type [M{(R)-BINAP}][SbF6]2 (M = Pt, Pd, Ni) catalyze the reactionbetween -methylstyrenes and ethyl trifluoropyruvate to afford products resulting from the expectedcarbonyl-ene reactivity as well as tandem alkene dimerization-carbonyl-ene addition and alkenedimerization-Friedel-Crafts alkylation pathways, the distribution of which depends on the metaland the substituent attached to the aromatic ring of the styrene substrate. Kinetic studies reveal that theLewis acid platinum complex catalyzes the dimerization of 4-chloro--methylstyrene much faster thanits palladium counterpart and that the corresponding nickel system has platinum-like reactivity andselectivity.