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Updated: Aug 27, 2025

Isolating Free Carbenes, their Mixed Dimers and Organic Radicals
Published on: April 19, 2019
Design, Synthesis, Electronic Properties, and X-ray Structural Characterization of Various Modified Electron-Rich
Rajendra Rathore1, Sergey V Lindeman1, Sameh H Abdelwahed2
1Department of Chemistry, Marquette University, Milwaukee, WI 53233, USA.
Abstract:
We have designed and synthesized electron-rich calixarene derivatives, which undergo reversible electrochemical oxidation in a well-accessible potential range that allows the ready preparation and isolation of the corresponding cation radicals. Preparation of mono- or tetra-radical cation can be achieved by using stable aromatic cation-radical salts such as MA+•, MB+•, and NAP+• as selective organic oxidants. The cation radicals of calixarenes are stable indefinitely at ambient temperatures and can be readily characterized by UV-vis-NIR spectroscopy. These cation radicals bind a single molecule of nitric oxide within its cavity with remarkable efficiency.
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