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- W2950661454 abstract "Aryl-substituted alkenes (ArHC=CH2) react with alkyl halides (R–X, X = Br or Cl) in the presence of a catalytic amount of [Cp2TiCl2] and nBuMgCl in Et2O to give alkylated alkenes (ArHC=CHR). This reaction proceeds regio- and stereoselectively under mild conditions to afford E-olefins. Primary and secondary alkyl bromides and secondary alkyl chlorides can be used as suitable alkylating reagents. The reactions of aliphatic alkenes, such as 1-octene and internal alkenes, were sluggish. When t-alkyl halides are employed, alkylative dimerization of alkenes proceeds exclusively to give symmetrical vic-diarylalkanes. These reactions involve addition of alkyl radicals to arylalkenes to form benzyl radicals as a carbon–carbon bond-forming step. Dimerization of thus formed benzyl radicals affords symmetrical alkanes and β-hydrogen elimination from benzyltitanocene intermediates gives alkylated alkenes. A possibility that titanocene activates alkenes as radical accepters was also proposed." @default.
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- W2950661454 date "2003-11-01" @default.
- W2950661454 modified "2023-09-29" @default.
- W2950661454 title "Titanocene-Catalyzed Alkylation of Aryl-Substituted Alkenes with Alkyl Halides" @default.
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- W2950661454 doi "https://doi.org/10.1246/bcsj.76.2209" @default.
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