A widely applicable synthetic approach to alk-1-yn-1-yl(polyfluoroorganyl)iodonium salts [(RC C)(R')I][BF4]

摘要

The reaction of alkynyldifluoroboranes RC CBF2 (R= (CH3)(3)C, CF3, (CF3)(2)CF) with organyliodine difluoride R'IF2 bearing electron-withdrawing polyfluoroorganyl groups R'=C6F5, (CF3)(2)CFCF=CF, C4F9, and CF3CH2 leads to the corresponding alkynyl(organyl)iodonium salts [(RC C)(R')I][BF4]. This approach uses a widely applicable method as demonstrated for a representative series of polyfluorinated aryl-, alkenyl-, and alkyliodine difluorides. Generally, these syntheses proceed with good yields and deliver pure iodonium salts. The distinct electrophilic nature of their [(RC C)(R')I](+) cations is deduced from multinuclear magnetic resonance data. Within the series of new iodonium salts [CF3C C(C4F9)I][BF4] is an intrinsic unstable one and decomposed forming CF3C CI and C4F10.