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Creators/Authors contains: "Prendeville, Lauren A"

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  1. ; ; ; (, Organic Letters)
    Herein we report the palladium-catalyzed borylation of aryl halides (iodides or bromides) under base-free conditions utilizing a commercially available Lewis acidic mediator, Zn(OTf)2. Under these conditions, an array of electronically and functional group-diverse aryl iodides and bromides undergo borylation to afford the corresponding aryl boronic esters in up to 82% isolated yield. Mechanistic investigations are consistent with Zn(OTf)2 enabling transmetalation between a cationic Pd(II)-Ar intermediate and B2pin2 via halide abstraction. Furthermore, stabilization of the cationic [ArPdII]+ complex with added [BArF4]– significantly improves reaction efficiency with electron-poor arenes. 
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