Attempted synthesis of a meta-metalated calix[4]arene

Date
2019
Journal Title
Journal ISSN
Volume Title
Publisher
Beilstein-Institut
Abstract
ENGLISH ABSTRACT: An evidence for the formation of a rare meta-metalated inherently chiral calix[4]arene is described. Our strategy involved using a mesoionic carbene to direct C–H activation, but proved to form an unexpectedly unstable intermediate that was identified through high-resolution mass spectrometry. On route to our target, a new optimized method to mononitrocalix[4]arenes was developed, including optimized and high yielding transformations to azide and 1,2,3-triazole derivatives which may have application in other areas of research.
Description
CITATION: Jurisch, C. D. & Arnott, G. E. 2019. Attempted synthesis of a meta-metalated calix[4]arene. Beilstein Journal of Organic Chemistry, 15:1996-2002, doi:10.3762/bjoc.15.195.
The original publication is available at https://www.beilstein-journals.org/bjoc
Keywords
Calixarenes, Macrocyclic compounds, Formaldehyde
Citation
Jurisch, C. D. & Arnott, G. E. 2019. Attempted synthesis of a meta-metalated calix[4]arene. Beilstein Journal of Organic Chemistry, 15:1996-2002, doi:10.3762/bjoc.15.195