---
_id: '60552'
abstract:
- lang: eng
  text: <jats:title>Abstract</jats:title><jats:p>The incorporation of heteroatoms
    into the framework of polycyclic aromatic hydrocarbons (PAHs), in particular of
    nitrogen to yield polycyclic aromatic nitrogen heterocycles (PANHs), has been
    proposed for both astronomical and combustion environments, but no suitable precursors
    and pathways have been found. Analogous pathways to PAH formation are kinetically
    or energetically inhibited in the presence of a nitrogen heteroatom. We report
    on the reaction of phenylnitrene (<jats:sup>3</jats:sup>PhN, <jats:italic>c</jats:italic>‐C<jats:sub>6</jats:sub>H<jats:sub>5</jats:sub>N)
    with resonance‐stabilized propargyl radicals (C<jats:sub>3</jats:sub>H<jats:sub>3</jats:sub>)
    and find that the association reaction bifurcates depending on the orientation
    of the attacking propargyl radical and yields multiple isomeric products. Among
    them, we identify the condensed‐ring quinoline and conclude that nitrenes are
    viable candidates to drive the formation of PANHs.</jats:p>
article_type: original
author:
- first_name: Rahel
  full_name: Arns, Rahel
  last_name: Arns
- first_name: Rory
  full_name: McClish, Rory
  last_name: McClish
- first_name: Patrick
  full_name: Hemberger, Patrick
  last_name: Hemberger
- first_name: Andras
  full_name: Bodi, Andras
  last_name: Bodi
- first_name: Jordy
  full_name: Bouwman, Jordy
  last_name: Bouwman
- first_name: Tina
  full_name: Kasper, Tina
  id: '94562'
  last_name: Kasper
  orcid: '0000-0003-3993-5316 '
- first_name: Domenik
  full_name: Schleier, Domenik
  id: '98339'
  last_name: Schleier
citation:
  ama: Arns R, McClish R, Hemberger P, et al. Is Phenylnitrene a Missing Link in the
    Formation of Polycyclic Aromatic Nitrogen Heterocycles? <i>Angewandte Chemie International
    Edition</i>. Published online 2025. doi:<a href="https://doi.org/10.1002/anie.202503940">10.1002/anie.202503940</a>
  apa: Arns, R., McClish, R., Hemberger, P., Bodi, A., Bouwman, J., Kasper, T., &#38;
    Schleier, D. (2025). Is Phenylnitrene a Missing Link in the Formation of Polycyclic
    Aromatic Nitrogen Heterocycles? <i>Angewandte Chemie International Edition</i>.
    <a href="https://doi.org/10.1002/anie.202503940">https://doi.org/10.1002/anie.202503940</a>
  bibtex: '@article{Arns_McClish_Hemberger_Bodi_Bouwman_Kasper_Schleier_2025, title={Is
    Phenylnitrene a Missing Link in the Formation of Polycyclic Aromatic Nitrogen
    Heterocycles?}, DOI={<a href="https://doi.org/10.1002/anie.202503940">10.1002/anie.202503940</a>},
    journal={Angewandte Chemie International Edition}, publisher={Wiley}, author={Arns,
    Rahel and McClish, Rory and Hemberger, Patrick and Bodi, Andras and Bouwman, Jordy
    and Kasper, Tina and Schleier, Domenik}, year={2025} }'
  chicago: Arns, Rahel, Rory McClish, Patrick Hemberger, Andras Bodi, Jordy Bouwman,
    Tina Kasper, and Domenik Schleier. “Is Phenylnitrene a Missing Link in the Formation
    of Polycyclic Aromatic Nitrogen Heterocycles?” <i>Angewandte Chemie International
    Edition</i>, 2025. <a href="https://doi.org/10.1002/anie.202503940">https://doi.org/10.1002/anie.202503940</a>.
  ieee: 'R. Arns <i>et al.</i>, “Is Phenylnitrene a Missing Link in the Formation
    of Polycyclic Aromatic Nitrogen Heterocycles?,” <i>Angewandte Chemie International
    Edition</i>, 2025, doi: <a href="https://doi.org/10.1002/anie.202503940">10.1002/anie.202503940</a>.'
  mla: Arns, Rahel, et al. “Is Phenylnitrene a Missing Link in the Formation of Polycyclic
    Aromatic Nitrogen Heterocycles?” <i>Angewandte Chemie International Edition</i>,
    Wiley, 2025, doi:<a href="https://doi.org/10.1002/anie.202503940">10.1002/anie.202503940</a>.
  short: R. Arns, R. McClish, P. Hemberger, A. Bodi, J. Bouwman, T. Kasper, D. Schleier,
    Angewandte Chemie International Edition (2025).
date_created: 2025-07-08T10:27:46Z
date_updated: 2025-07-08T10:39:30Z
department:
- _id: '728'
doi: 10.1002/anie.202503940
language:
- iso: eng
publication: Angewandte Chemie International Edition
publication_identifier:
  issn:
  - 1433-7851
  - 1521-3773
publication_status: published
publisher: Wiley
status: public
title: Is Phenylnitrene a Missing Link in the Formation of Polycyclic Aromatic Nitrogen
  Heterocycles?
type: journal_article
user_id: '94562'
year: '2025'
...