Sulfimidation—a new and versatile strategy for the post ring-closure derivatisation of mixed thia/oxa crowns

Abstract

Reaction of [18]aneO₅S with the aminating agent MSH results in the {[18]aneO₅SNH₂}⁺ cation which may be converted through to the linked crown system [({[18]aneO₅S}₂N)]⁺via deprotonation, bromination and reaction with the parent crown; significantly, despite their positive charge, both systems can coordinate sodium cations to the ether linkages.