Related Experiment Video
Updated: Jul 2, 2026
![Solid-phase Synthesis of [4.4] Spirocyclic Oximes](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F58508.jpg&w=3840&q=50)
Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Efficient potassium-ion-templated synthesis and controlled destruction of [2]rotaxanes based on cascade complexes
1Beijing National Laboratory for Molecular Sciences, Center for Chemical Biology, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China.
Abstract:
The triptycene-based macrotricyclic host can form pseudorotaxane-like cascade complexes with anthraquinone and its tetra-azide terminally functionalized derivative in the presence of potassium ions, which subsequently resulted in the synthesis of three novel potassium-ion-templated [2]rotaxanes 10-12 in high yields by the "threading followed by stoppering" approach. Since the potassium ions act not only as templates during the stoppering reactions but also as nonslipping chocks to shrink the inner diameter of the wheel cavity, the deslipping behaviors of the [2]rotaxanes with different triazole stoppers by peeling off the potassium ions with 18-crown-6 were further investigated. The results show that rotaxanes 10 and 11 can be destroyed, but under the same conditions the dumbbell and ring components of rotaxane 12 remain interlocked.
Related Concept Videos
Radical Chain-Growth Polymerization: Overview
Cationic Chain-Growth Polymerization: Mechanism
Olefin Metathesis Polymerization: Ring-Opening Metathesis Polymerization (ROMP)
Olefin Metathesis Polymerization: Overview
Ruthenium-based Grubbs catalyst is the most commonly used catalyst for olefin metathesis polymerization. Grubbs catalyst consists of a...
Preparation of Epoxides
Epoxides result from alkene oxidation, which can be achieved by a) air, b) peroxy acids, c) hypochlorous acids, and d) halohydrin cyclization.
Epoxidation with Peroxy Acids
Epoxidation of alkenes via oxidation with peroxy acids involves the conversion of a carbon–carbon double bond to an epoxide using the oxidizing agent meta-chloroperoxybenzoic acid, commonly known as MCPBA. Since the O–O bond of peroxy acids is very weak, the addition of electrophilic oxygen of peroxy acids to...
Cycloaddition Reactions: Overview

