Sulfimidation of thioether groups—a versatile method for modifying and linking thia/oxa crowns†
Abstract
Reaction of the mixed thioether/ether crowns [9]aneO2S 1, [12]aneO3S 2 and [18]aneO4S23 with one mol. equivalent of the aminating agent MSH (NH2)}+1a, {[12]aneO3(S
NH2)}+2a and {[18]aneO4S(S
NH2)}+3a, while using two mol. equivalents of MSH with 3 gives the disulfimidium
NH2)2}2+3b. All of these species have been isolated in good yields as the [mesSO3]− (mes = 2,4,6-Me3C6H2) salts and can be readily converted to the [BPh4]− salts by