Related Experiment Video
Updated: Jul 3, 2025

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
Chirality Induction and Memory of Pillar[4]arene[1]quinone Derivatives in Visible-Light Range
Renlan Huang1, Xueqin Wei2, Pinyou Wang1
1Key Laboratory of Green Chemistry & Technology, College of Chemistry, Laboratory of Precision Cancer Therapeutics, Precision Medicine Research Center, State Key Laboratory of Biotherapy, West China Hospital, Sichuan University, Chengdu 610064, China.
Abstract:
Pillar[4]arene[1]quinone derivatives (PQs) were synthesized by the oxidation of pillar[5]arenes, which exhibited notable charge transfer (CT) transitions at approximately 485 nm. Successful chiral resolution of two pairs of enantiomeric conformers was achieved. Despite reduced binding affinity, PQs demonstrated slower racemization kinetics. Visible-light chiroptical induction with a significant dissymmetry factor was attained by complexing PQs with a chiral guest. The induced enantiomeric excess could be maintained through competitive binding with an achiral guest, offering a promising strategy for chiral sensing and memory.
Related Concept Videos
Prochirality
Photochemical Electrocyclic Reactions: Stereochemistry
Selection Rules: Photochemical Activation
Chirality at Nitrogen, Phosphorus, and Sulfur
A consequence of chirality is the need for enantiomeric resolution. While this is theoretically possible for all...
Chirality in Nature
Molecules with Multiple Chiral Centers
Chirality
Chiral objects exhibit a sense of handedness when they interact with another chiral object. For example, our left foot can only fit in the left shoe and not in the right shoe. Achiral objects — objects that have...

