Related Experiment Video
Updated: Aug 11, 2025

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
Redox Assisted Reversible Aromaticity Transition Between 30π Hückel and 28π Möbius Dication of a Core-Modified
Pragati Shukla1, Madan D Ambhore1, Venkataramanarao G Anand1
1Department of Chemistry, Indian Institute of Science Education and Research (IISER) Pune, Maharashtra, 411008, India.
Abstract:
The electronic properties of a hexaphyrin was fine-tuned via core-modification leading to the formation of a Hückel aromatic 30π hexaphyrin which incorporates two pyrrole and four furan rings in the π-conjugated pathway. This Hückel aromatic hexaphyrin modified its conformation upon two-electron ring oxidation either with triflic acid or Meerwein salt [Et3 O]+ [SbCl6 ]- to yield 28π Möbius aromatic dication species. Reversible aromatic transition was established by spectroscopic techniques and further supported by quantum chemical calculations.
Related Concept Videos
[3,3] Sigmatropic Rearrangement of 1,5-Dienes: Cope Rearrangement
Woodward–Hoffmann Selection Rules and Microscopic Reversibility
ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3
Photochemical Electrocyclic Reactions: Stereochemistry
Selection Rules: Photochemical Activation
Criteria for Aromaticity and the Hückel 4n + 2 Rule
For the first time, Eric Hückel, a German chemical physicist, derived a set of structural features for a compound to be classified as aromatic. This is now known as...
Aromatic Hydrocarbon Anions: Structural Overview
Due to the absence of continuous...

![[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)