title: Transition-metal-free arylations via photogenerated triplet 4-alkyl- and 4-trimethylsilylphenyl cations.
abstract: The irradiation in protic solvents of 4-chloroalkylbenzenes and 4-chlorophenyltrimethylsilane caused the heterolytic cleavage of aryl-chlorine bonds to give the corresponding triplet phenyl cations. These were exploited for transition-metal-free arylation reactions under mild conditions to give allylbenzenes, γ-benzyl lactones, 3-arylacetals (ketals), and biaryls in moderate to good yields. The path followed was supported by DFT calculations at the UB3LYP/6-311+G(2d,p) level.
authors.affiliation: PhotoGreen Lab, Department of Chemistry, University of Pavia, V. Le Taramelli 12, 27100 Pavia, Italy.
authors.forename: Hisham
authors.initials: H
authors.lastname: Qrareya
authors.forename: Carlotta
authors.initials: C
authors.lastname: Raviola
authors.forename: Stefano
authors.initials: S
authors.lastname: Protti
authors.forename: Maurizio
authors.initials: M
authors.lastname: Fagnoni
authors.forename: Angelo
authors.initials: A
authors.lastname: Albini