Alkyl diazonium ion pairs and deamination. Part 45. The preparation of carbonium ions and other high-energy alkylating agents under mild conditions

EH White, JT DePinto, AJ Polito, I Bauer…

Index: White, Emil H.; DePinto, Jeffrey T.; Polito, Albert J.; Bauer, Ines; Roswell, David F. Journal of the American Chemical Society, 1988 , vol. 110, p. 3708 - 3709

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Citation Number: 35

Abstract

RF+ BF3+ R20-+ RjO'BF4-(also SbCl,, SbFS, SnCl,, etc.) normally employed in polar solvents or under heterogeneous conditions. We report here a method for the preparation of highly reactive alkylating agents under mild conditions in nonpolar solvents and in the absence of strong electrophilic reagents. The method lends itself to transformations of isotopically labeled intermediates and to alkylations on a microscale (although large scale ...