Related Experiment Video
Updated: Jun 24, 2026

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
Fast and robust route to hydroporphyrin-chalcones with extended red or near-infrared absorption
Christian Ruzié1, Michael Krayer, Jonathan S Lindsey
1Department of Chemistry, North Carolina State University, Raleigh, North Carolina 27695-8204, USA.
Abstract:
The reaction of an acetylchlorin or diacetylbacteriochlorin with an aldehyde under microwave conditions readily affords the corresponding hydroporphyrin-chalcone. The aldehydes include aryl aldehydes, cinnamaldehyde, and all-trans-retinal. The chalcone causes a bathochromic shift of the long-wavelength absorption band of the hydroporphyrin by up to 24 nm. The facile conjugation and wavelength tunability should make such constructs valuable for fundamental spectroscopic studies as well as diverse photochemical applications in the relatively unexplored red and near-infrared spectral regions.
More Related Videos
Related Concept Videos
UV–Vis Spectroscopy of Conjugated Systems
One of the factors influencing λmax is the extent of conjugation in the...
Photochemical Electrocyclic Reactions: Stereochemistry
Selection Rules: Photochemical Activation
Channel Rhodopsins
Rhodopsins belong to the family of cell surface proteins called G-protein coupled receptors,...
UV–Vis Spectroscopy: Woodward–Fieser Rules
Reduction of Alkenes: Asymmetric Catalytic Hydrogenation
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
Aldehydes and Ketones with HCN: Cyanohydrin Formation Overview

![[(DPEPhos)(bcp)Cu]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)