Journal article
Self-Reaction of ortho-Benzyne at High Temperatures Investigated by Infrared and Photoelectron Spectroscopy.
- Hirsch F Institute of Physical and Theoretical Chemistry , University of Würzburg , Am Hubland, D-97074 Würzburg , Germany.
- Reusch E Institute of Physical and Theoretical Chemistry , University of Würzburg , Am Hubland, D-97074 Würzburg , Germany.
- Constantinidis P Institute of Physical and Theoretical Chemistry , University of Würzburg , Am Hubland, D-97074 Würzburg , Germany.
- Fischer I Institute of Physical and Theoretical Chemistry , University of Würzburg , Am Hubland, D-97074 Würzburg , Germany.
- Bakels S Radboud University , Institute for Molecules and Materials, FELIX Laboratory , Toernooiveld 7c , 6525 ED Nijmegen , The Netherlands.
- Rijs AM Radboud University , Institute for Molecules and Materials, FELIX Laboratory , Toernooiveld 7c , 6525 ED Nijmegen , The Netherlands.
- Hemberger P Laboratory for Femtochemistry and Synchrotron Radiation , Paul Scherrer Institut (PSI) , CH-5232 Villigen , Switzerland.
- 2018-11-17
Published in:
- The journal of physical chemistry. A. - 2018
English
ortho-Benzyne, a Kekulé-type biradical is considered to be a key intermediate in the formation of polycyclic aromatic hydrocarbons (PAH) and soot. In the present work we study the ortho-benzyne self-reactions in a hot microreactor and identify the high-temperature products by IR/UV spectroscopy and by photoion mass-selected threshold photoelectron spectroscopy (ms-TPES) in a free jet. Ms-TPES confirms formation of ortho-benzyne as generated from benzocyclobutenedione, as well as benzene, biphenylene, diacetylene, and acetylene, originating from the reaction o-C6H4 → HCC-CCH + C2H2, and CH3. PAH molecules like naphthalene, 2-ethynylnaphthalene, fluorene, phenanthrene, and triphenylene are identified based on their IR/UV spectra. By comparison with recent computations their formation starting from o-benzyne can be readily understood and supports the importance of the biradical addition (1,4-cycloaddition followed by fragmentation) pathway to PAH molecules, recently proposed by Comandini et al.
- Language
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- English
- Open access status
- closed
- Identifiers
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- DOI 10.1021/acs.jpca.8b09640
- PMID 30444617
- Persistent URL
- https://sonar.ch/global/documents/41068
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