Affiliation:
1. Department of Organic Chemistry, University of Chemistry and Technology, Prague
2. Department of Solid State Chemistry, University of Chemistry and Technology, Prague
Abstract
AbstractProximally single-atom-bridged calix[4]arenes possess a rigidified cavity and, thus, unusual complexation properties. Here, we report on the synthesis of the first such heteroatom-bridged compound: amine-bridged calix[4]arene. This compound, prepared by thermal decomposition of 4-azidocalix[4]arene, was obtained alongside very interesting rearranged, inherently chiral 10H-azepino[1,2-a]indole derivatives. NMR titration confirmed the suitability of the amine cavity for the complexation of methylammonium cations; moreover, the –NH– bridge function enables its further derivatization.
Funder
Grantová Agentura České Republiky
Ministerstvo Školství, Mládeže a Tělovýchovy
Subject
Organic Chemistry,Catalysis
Cited by
2 articles.
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1. Upper rim-bridged calixarenes;RSC Advances;2024
2. Seven-membered rings;Progress in Heterocyclic Chemistry;2023