Related Experiment Video
Updated: May 2, 2026
![[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F59739.jpg&w=3840&q=50)
[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst
Published on: May 21, 2019
Pentacyclic coumarin-based blue emitters - the case of bifunctional nucleophilic behavior of amidines
Yevgen M Poronik1, Daniel T Gryko
1Institute of Organic Chemistry PAS, Kasprzaka 44/52, 01-224 Warsaw, Poland. dtgryko@icho.edu.pl.
Abstract:
An unexpected discovery of the novel cyclocondensation reaction of 1,8-diazabicyclo[5.4.0]undec-8-ene (DBU) and 1,5-diazabicyclo[4.3.0]non-5-ene (DBN) with alkyl coumarin-3-carboxylates is described. First, an unknown skeleton is generated through the concomitant formation of new nitrogen-carbon and carbon-carbon bonds followed by the oxidation of the intermediate product by the second equivalent of the starting coumarin. Pentacyclic DBN-derivatives exhibit strong fluorescence both in solutions (Φfl∼ 0.6-0.8) and in the solid state, while non-planar DBU-derivatives exhibit strong fluorescence in the solid state only.
More Related Videos
Related Concept Videos
Basicity of Heterocyclic Aromatic Amines
Aryldiazonium Salts to Azo Dyes: Diazo Coupling
Aldehydes and Ketones with Amines: Imine and Enamine Formation Overview
Basicity of Aromatic Amines
Preparation of 1° Amines: Hofmann and Curtius Rearrangement Overview
Amines to Amides: Acylation of Amines
Next, the second equivalent of amine serves as a Brønsted base and deprotonates the quaternary...

![Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F60786.jpg&w=3840&q=50)