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Related Concept Videos

Aromatic Hydrocarbon Cations: Structural Overview01:18

Aromatic Hydrocarbon Cations: Structural Overview

Cycloheptatriene is a neutral monocyclic unsaturated hydrocarbon that consists of an odd number of carbon atoms and an intervening sp3 carbon in the ring. The three double bonds in the ring correspond to 6 π electrons, which is a Huckel number, and therefore satisfies the criteria of 4n + 2 π electrons. However, the intervening sp3 carbon disrupts the continuous overlap of p orbitals. As a result, cycloheptatriene is not aromatic.
Removing one hydrogen from the intervening CH2 group with both...
Aromatic Hydrocarbon Anions: Structural Overview01:18

Aromatic Hydrocarbon Anions: Structural Overview

Neutral hydrocarbons like cyclopentadiene with an odd number of carbon atoms and one intervening CH2 group in the ring are not aromatic. Cyclopentadiene with 4 π electrons does not satisfy the 4n + 2 π electron rule. Additionally, the intervening CH2 group is sp3 hybridized and lacks a vacant p orbital, thereby interrupting the overlap of p orbitals in a continuous manner and preventing the delocalization of π electrons throughout the ring.
Due to the absence of continuous overlap of p...
Five-Membered Heterocyclic Aromatic Compounds: Overview01:13

Five-Membered Heterocyclic Aromatic Compounds: Overview

Heterocyclic aromatic compounds are cyclic compounds that are aromatic and have one or more heteroatoms—atoms other than carbon, in the ring. Depending upon the number of atoms present in the ring, they can be either five or six-membered. Examples of five-membered heterocyclic aromatic compounds include pyrrole, furan, thiophene, and imidazole. Pyrrole consists of one nitrogen atom having one lone pair of electrons. Furan and thiophene have one oxygen and one sulfur heteroatom, respectively.
Aryldiazonium Salts to Azo Dyes: Diazo Coupling01:11

Aryldiazonium Salts to Azo Dyes: Diazo Coupling

The reaction of weakly electrophilic aryldiazonium (also called arenediazonium) salts with highly activated aromatic compounds leads to the formation of products with an —N=N— link, called an azo linkage. This reaction, presented in Figure 1, is known as diazo coupling and occurs without the loss of the nitrogen atoms of the aryldiazonium salt. Highly activated aromatic compounds such as phenols or arylamines favor the diazo coupling reaction. The coupling generally occurs at the para position.
UV–Vis Spectroscopy: Woodward–Fieser Rules01:29

UV–Vis Spectroscopy: Woodward–Fieser Rules

UV–Visible absorption spectra of conjugated dienes arise from the lowest energy π → π* transitions. The light-absorbing part of the molecule is called the chromophore, and the substituents directly attached to the chromophore are called auxochromes. A strong correlation exists between the absorption maxima, λmax, and the structure of a conjugated π system. The Woodward–Fieser rules predict the value of λmax for a given structure by adding the contributions...

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Synthesis and Calibration of Phosphorescent Nanoprobes for Oxygen Imaging in Biological Systems
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β-Aryl-Substituted Dinaphthoporphycene-Porphycene With Elongated Core: Synthesis, Characterization, and Complexation

Sameeta Sahoo1, K Jiji1, Pradeepta K Panda1

  • 1School of Chemistry, University of Hyderabad, Hyderabad, India.

Chemistry, an Asian Journal
|May 26, 2026
PubMed
Summary

Researchers synthesized a novel aryl porphycene, a unique molecule with an elongated core. This new porphycene derivative shows a red shift in absorption spectra and forms a complex with Boron(III)-ion.

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Area of Science:

  • Organic Chemistry
  • Materials Science
  • Supramolecular Chemistry

Background:

  • Porphycenes are macrocyclic compounds with unique photophysical properties.
  • Aryl-substituted porphycenes are less explored than their alkyl counterparts.
  • Fused porphycenes offer distinct structural and electronic characteristics.

Purpose of the Study:

  • To design and synthesize a novel aryl analogue of β,β'-fused porphycene.
  • To investigate the structural and spectral properties of the new molecule.
  • To explore the complexation behavior of the synthesized porphycene.

Main Methods:

  • Chemical synthesis of 2,7,12,17-tetra(p-tert-butylphenyl)dinaphthoporphycene.
  • UV-Vis absorption spectroscopy to analyze spectral shifts.
  • Complexation studies with metal ions, specifically Boron(III).

Main Results:

  • Successful synthesis of the first aryl analogue of β,β'-fused porphycene.
  • Observed red shift in absorption spectra of the freebase porphycene.
  • The macrocycle exhibits a more elongated core compared to alkyl analogues.
  • Formation of a cisoid-B2OF2 complex with B(III)-ion.

Conclusions:

  • The new aryl porphycene possesses distinct spectral and structural features.
  • The molecule demonstrates potential for metal ion complexation.
  • This work expands the scope of functional porphycene derivatives.