One-Pot Michael Addition-Elimination Approach to 4-Carboranylcoumarin-Derived Luminescent Systems
Related Experiment Video
Updated: Oct 31, 2026

A Novel Technique for Generating and Observing Chemiluminescence in a Biological Setting
Published on: March 9, 2017
Ramil F Fatykhov1, Igor A Lavrinchenko1, Elisaveta M Gurina1
1Ural Federal University , 19 Mira Str., 620062Ekaterinburg, Russia.
Abstract:
A convenient approach toward 4-carboranylcoumarins from 3-bromocoumarins via a one-pot Michael addition-elimination sequence is reported. The obtained 4-isomers was found to display a red-shifted absorption over 3-substituted because of carborane-induced steric hindrance. While amino derivatives demonstrated rotatable excited-state dynamics governing their aggregation-induced emission, the methoxy analog exhibited unique room-temperature phosphorescence of 0.7 μs. This derivative showed strong dual-emission aggregation in 99% water, providing the molecular design of organic-inorganic materials for application in molecular electronics.
Related Concept Videos
Conjugate Addition of Enolates: Michael Addition
Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation
Cycloaddition Reactions: MO Requirements for Photochemical Activation
Cycloaddition Reactions: MO Requirements for Thermal Activation
Nucleophilic Aromatic Substitution: Elimination–Addition

![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)