Related Experiment Video
Updated: Sep 8, 2025
![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)
Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
General Design Strategy of Anti-aromatic Porphyrinoids
Xiaoning Zhan1, Yucheng Jin1, Dongdong Qi1
1Beijing Key Laboratory for Science and Application of Functional Molecular and Crystalline Materials, Department of Chemistry, University of Science and Technology Beijing, 100083, Beijing (P. R., China.
Abstract:
A systematic investigation to arrange the typical anti-aromatic porphyrinoids in sequence was performed. Based on density functional theory calculations, six rules are summarized to obtain the high-performance anti-aromatic porphyrinoids: (1) when two atoms are deleted/added on the 18π electron current ring flowing pipe, we will immediately obtain a 16π/20π electron anti-aromatic system; (2) it is a good idea to increase the number of pyrrole/thiophen/furan units on the π-electron current ring flowing pipe; (3) the heteroatom selecting order is -O- (optimal choice), -NH- (second choice), and -S- (last choice); (4) it is worth noting that the C-C=C-C unit is not beneficial for the anti-aromatic properties; (5) it is very significant to avoid the crowded environment in the core space of an anti-aromatic molecule. In this view, -O- is much better than -S- and -NH-; (6) the "circular" skeleton is much better than an "ellipse-like", "rectangular", or "parallelogram-like" one.
More Related Videos
10:06Author Spotlight: Porphyrin-Modified Beads for Use as Compensation Controls in Flow Cytometry
Published on: March 24, 2023
14:11Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
Related Concept Videos
ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3
Five-Membered Heterocyclic Aromatic Compounds: Overview
ortho–para-Directing Deactivators: Halogens
Aromatic Hydrocarbon Anions: Structural Overview
Due to the absence of continuous...
Aromatic Hydrocarbon Cations: Structural Overview
Removing one hydrogen from the intervening CH2 group...
π Electron Effects on Chemical Shift: Aromatic and Antiaromatic Compounds