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Title: Transition-Metal-Free Arylations via Photogenerated Triplet 4-Alkyl and 4-Trimethylsilylphenyl Cations
Authors: hisham qrareya, $AAUP$Palestinian
carlotta raviola, $Other$Other
stefano protti, $Other$Other
maurizio fagnoni, $Other$Other
angelo albini., $Other$Other
Keywords: triplet phenyl cations
?-benzyl lactones
transitionmetal-free arylation
Issue Date: 2013
Publisher: The Journal of Organic Chemistry (JOC).
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 transitionmetal-free arylation reactions under mild conditions to give allylbenzenes, ?-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.
Appears in Collections:Faculty & Staff Scientific Research publications

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