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Updated: Jul 15, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Photoelectron spectroscopy and substituent effects in halonaphthalenes
Igor Novak1, Leslie J Harrison, Wei Li
1Charles Sturt University, P.O. Box 883, Orange NSW 2800, Australia. inovak@csu.edu.au
Abstract:
The electronic structure of two isomeric dibromonaphthalenes (C(10)H(6)Br(2)) has been investigated by HeI/HeII photoelectron spectroscopy. The spectra were assigned by Green's functions calculations and comparison with the spectra of related dibromobenzenes (C(6)H(4)Br(2)). The analysis of pi-orbital and halogen lone pair ionization energies, enabled us to determine the magnitude of bromine-bromine intramolecular interactions and distinguish between through-bond and through-space type interactions. We also discuss the halogen-halogen interactions in other polynuclear aromatics.
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