Related Experiment Video
Updated: Nov 12, 2025

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
Substituent effects on opticalproperties of pyrrolizine-fused BOPYIN
Abstract:
Three new pyrrolizine-fused BOPYINs (DAB-H, DAB-OMe, DAB-ester) have been reported in 26-35% yield. The relationship between structures and optical spectra was investigated, which all the compounds show large Stokes Shift (3146-3884 cm-1) and high quantum yield (up to 99%) in solvents. Among these dyes, the decoration of electron donating/withdrawing groups on indole, pyrrole and pyrrolizine units has a significant impact on optical properties, especially emission spectra. The results suggested that electron withdrawing group on pyrrole and pyrrolizine units has hypsochromic shift on emission spectra (DAB-H, DAB-OMe, DAB-ester versus DAB-1,4,5). The optimized structure, electron distribution on frontier molecular orbital, energy gap and simulated stick spectra of DABs are discussed by Density Functional Theory (DFT) calculation. We claim the agreement between the experimental and theoretical absorption spectra.
More Related Videos
10:17Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
06:18Syntheses, Crystallization, and Spectroscopic Characterization of 3,5-Lutidine N-Oxide Dehydrate
Published on: April 24, 2018
Related Concept Videos
Basicity of Heterocyclic Aromatic Amines
Directing and Steric Effects in Disubstituted Benzene Derivatives
π Electron Effects on Chemical Shift: Overview
Directing Effect of Substituents: ortho–para-Directing Groups
Basicity of Aromatic Amines
NMR Spectroscopy of Benzene Derivatives