Selectfluor® Radical Dication (TEDA^2+.) – A Versatile Species in Modern Synthetic Organic Chemistry

Abstract

Abstract Abstract : In radical processes involving Selectfluor®, TEDA 2+. ( N ‐(chloromethyl)triethylenediamine) is often generated after an electron or fluorine transfer step. This is a highly reactive species that displays different and unique reactivity when compared to Selectfluor®: It can act as a hydrogen atom transfer (HAT), halogen atom transfer (XAT), or aminating reagent, as well as a powerful single electron oxidant. Despite this versatility, the use of TEDA 2+. in synthetic processes remains highly underexplored. This minireview, which covers recent applications of TEDA 2+. to promote a wide range of C‐heteroatom and C−C bond formations, aims to highlight the potential of this interesting species in organic chemistry. Particular attention is paid to mechanistic aspects involving how TEDA 2+. is generated and the different reactivity patterns that it can display.