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Updated: Jul 21, 2026

Spectral and Angle-Resolved Magneto-Optical Characterization of Photonic Nanostructures
Published on: November 21, 2019
Vibrational spectrum of m-benzyne: a matrix isolation and computational study
Wolfram Sander1, Michael Exner, Michael Winkler
1Lehrstuhl für Organische Chemie II der Ruhr-Universität, D-44780 Bochum, Germany.
Abstract:
m-Benzyne (2) was generated in low-temperature matrices and IR spectroscopically characterized from four different precursors. To assign the IR absorptions, the perdeuterated derivative 2-d(4) was also investigated. By comparison with CCSD(T) calculations all vibrations between 200 and 2500 cm(-)(1) with a predicted relative intensity >2% could be assigned. All experimental and theoretical results are in accordance with a biradicaloid structure for 2, while there is no evidence for a bicyclic closed-shell structure. While benzyne 2 is stable under the conditions of matrix isolation at low temperature, flash vacuum pyrolysis at high temperatures or UV irradiation results in the rearrangement to cis-enediyne. A mechanism involving ring opening accompanied by hydrogen migration is proposed.
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