Expedient Synthesis of Thermally Stable Acyclic Amino(haloaryl)carbenes: Experimental and Theoretical Evidence of "Push-Pull" Stabilized Carbenes.

A library of novel structurally related singlet carbenes, namely, acyclic amino(haloaryl)carbenes, was designed by a high-yielding two-step procedure, and their chemical stability explored both experimentally and theoretically. Thanks to a careful selection of both the amino and the aryl substitution pattern, these carbenes exhibit a wide range of stability and reactivity, spanning from rapid self-dimerization for carbenes featuring