Related Experiment Video
Updated: Jun 26, 2026

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Synthesis of the first calix[6]crypturea via a versatile tris-azide precursor
1Laboratoire de Chimie Organique, Université Libre de Bruxelles (U.L.B.), Avenue F. D. Roosevelt 50, CP160/06, B-1050 Brussels, Belgium.
Abstract:
Various nitrogenous calix[6]arene based receptors have been synthesized in one step from a new C3v symmetrical calix[6]arene intermediate decorated with azido groups. Hence, the first calix[6]crypturea has been obtained in high yield through a unique one-pot process consisting of a domino Staudinger/aza-Wittig reaction followed by a [1 + 1] macrocyclization reaction with a tripodal amine. The conformational properties and some of the host-guest properties of the new calix[6]arene derivatives have been studied by NMR spectroscopy.
Related Concept Videos
Preparation of 1° Amines: Azide Synthesis
Azide ions act as good nucleophiles and react with unhindered alkyl halides to form alkyl azides. Alkyl azides do not participate in further nucleophilic substitution reactions, thereby eliminating the chances of polyalkylated products. Alkyl azides are reduced by hydride-based reducing agents, like lithium aluminum...
Cycloaddition Reactions: Overview
Preparation of Alkynes: Dehydrohalogenation
Alkynes can be prepared by dehydrohalogenation of vicinal or geminal dihalides in the presence of a strong base like sodium amide in liquid ammonia. The reaction proceeds with the loss of two equivalents of hydrogen halide (HX) via two successive E2 elimination reactions.
Preparation and Reactions of Sulfides
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction

