Related Experiment Video
Updated: Jun 30, 2025

1,3,5-Triphenylbenzene and Corannulene as Electron Receptors for Lithium Solvated Electron Solutions
Published on: October 10, 2016
Effect of Benzo-Annelation on Triplet State Energies in Polycyclic Conjugated Hydrocarbons
Slavko Radenković1, Slađana Đorđević1, Marijana Nikolendžić1
1University of Kragujevac, Faculty of Science, P.O. Box 60, Kragujevac, 34000, Serbia.
Abstract:
In a series of earlier studies, the effect of benzo-annelation was found to be a useful tool for tuning the aromaticity in polycyclic conjugated compounds to desired level. In this work we studied the (anti)aromaticity of benzo-annelated derivatives of three conjugated hydrocarbons (anthracene, fluoranthene and biphenylene) in their lowest lying singlet (S0) and triplet (T1) states by means of the energy effect (ef), harmonic oscillator model of aromaticity (HOMA), multicentre delocalization indices (MCI), magnetically induced current densities (MICDs) and nucleus independent chemical shifts (NICS). We showed that benzo-annelation is a topology-based effect which can be used to modify the T1 state excitation energies (E(T1)). A quantitative model was established being able to accurately predict the E(T1) based only on the numbers of angularly, linearly and geminally annelated benzene rings. In addition, it was demonstrated that the E(T1) can be directly related to the (anti)aromatic character of the central ring in the studied molecules in their S0 state.
More Related Videos
05:34Efficient Synthesis of Polyfunctionalized Benzenes in Water via Persulfate-promoted Benzannulation of α,β-Unsaturated Compounds and Alkynes
Published on: December 16, 2019
07:12Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
Related Concept Videos
Aromatic Hydrocarbon Cations: Structural Overview
Removing one hydrogen from the intervening CH2 group...
π Electron Effects on Chemical Shift: Aromatic and Antiaromatic Compounds
Aromatic Hydrocarbon Anions: Structural Overview
Due to the absence of continuous...
Structure of Benzene: Molecular Orbital Model
NMR Spectroscopy of Benzene Derivatives
π Molecular Orbitals of 1,3-Butadiene
The simplest conjugated diene is 1,3-butadiene: a four-carbon system where each carbon is sp2-hybridized and has an unhybridized p orbital that contains an unpaired electron. According to molecular orbital theory, atomic orbitals combine to form molecular orbitals such that the number...