Aromaticity and Antiaromaticity: Refining Concepts and Expanding Perspectives

A special issue of Chemistry (ISSN 2624-8549). This special issue belongs to the section "Molecular Organics".

Deadline for manuscript submissions: 15 September 2025 | Viewed by 903

Special Issue Editors


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Guest Editor
Departamento de Física Aplicada, Cinvestav Mérida, Km. 6 Antigua Carretera a Progreso, Apdo. Postal 73, Cordemex, Mérida 97310, Yuc., México
Interests: theoretical chemistry; aromaticity; boron clusters; potential energy surface; reaction mechanisms

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Guest Editor
Institut de Química Computacional i Catàlisi, Universitat de Girona, C/ M. Aurèlia Capmany, 69, 17003 Girona, Spain
Interests: electron delocalization; aromaticity; reaction mechanisms; carbon nanostructures; excited states
Special Issues, Collections and Topics in MDPI journals

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Guest Editor
Department of Chemistry—Ångström Laboratory, Uppsala University, 751 20 Uppsala, Sweden
Interests: excited-state (anti)aromaticity; organic photochemistry (both experiments and theory); renewable energy; sustainability; urban science

Special Issue Information

Dear Colleagues,

We are pleased to announce a Special Issue of Chemistry on aromaticity, dedicated to exploring and critically assessing this foundational yet evolving concept in chemistry.

Aromaticity remains one of the most widely used but also debated “unicorns” in the chemical sciences (https://onlinelibrary.wiley.com/doi/full/10.1002/jcc.20543). While it provides an essential framework for understanding benzene-like systems, its definition remains subject to diverse interpretations across theoretical and experimental disciplines. This Special Issue will bring together cutting-edge research and conceptual discussions to refine our understanding of aromaticity and antiaromaticity.

Scope and Topics:

This Special Issue will share critical reflections, new theoretical insights, and experimental findings that contribute to shaping the definition and applications of (anti)aromaticity. To ensure a broad and meaningful discussion, we encourage authors to include a dedicated section in their manuscripts presenting their views on the definitions of aromaticity and antiaromaticity.

Submissions may include the following:

  • Conceptual and theoretical (re)analysis and perspectives on aromaticity and antiaromaticity;
  • New experimental and computational approaches to assessing (anti)aromaticity;
  • Applications of (anti)aromatic systems in materials science, catalysis, and beyond;
  • Studies on delocalization, electronic effects, and bonding models;
  • Historical and future perspectives on defining and standardizing aromaticity.

In addition to original research articles, we particularly welcome short reviews and perspective articles that critically examine the current state of the field and provide arguments for potential refinements to the IUPAC definitions of aromaticity and antiaromaticity.

This Special Issue will serve as a platform to extend the discussions initiated at Aromaticity 2025. We invite both conference participants and the broader scientific community to contribute.

We look forward to receiving your contributions and enjoying a thought-provoking discussion on the future of aromaticity.

Please contact the Guest Editors or the journal’s editorial team with any enquiries.

Prof. Dr. Gabriel Merino
Prof. Dr. Miquel Solà
Prof. Dr. Henrik Ottosson
Guest Editors

Manuscript Submission Information

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Submitted manuscripts should not have been published previously, nor be under consideration for publication elsewhere (except conference proceedings papers). All manuscripts are thoroughly refereed through a single-blind peer-review process. A guide for authors and other relevant information for submission of manuscripts is available on the Instructions for Authors page. Chemistry is an international peer-reviewed open access semimonthly journal published by MDPI.

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Keywords

  • aromaticity
  • delocalization
  • symmetry
  • topology
  • magnetism
  • electronic structure
  • excited states

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Published Papers (1 paper)

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Review

49 pages, 11537 KiB  
Review
Photocyclization of Alkenes and Arenes: Penetrating Through Aromatic Armor with the Help of Excited State Antiaromaticity
by Nikolas R. Dos Santos, Judy I. Wu and Igor V. Alabugin
Chemistry 2025, 7(3), 79; https://doi.org/10.3390/chemistry7030079 - 9 May 2025
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Abstract
This review focuses on photocyclization reactions involving alkenes and arenes. Photochemistry opens up synthetic opportunities difficult for thermal methods, using light as a versatile tool to convert stable ground-state molecules into their reactive excited counterparts. This difference can be particularly striking for aromatic [...] Read more.
This review focuses on photocyclization reactions involving alkenes and arenes. Photochemistry opens up synthetic opportunities difficult for thermal methods, using light as a versatile tool to convert stable ground-state molecules into their reactive excited counterparts. This difference can be particularly striking for aromatic molecules, which, according to Baird’s rule, transform from highly stable entities into their antiaromatic “evil twins”. We highlight classical reactions, such as the photocyclization of stilbenes, to show how alkenes and aromatic rings can undergo intramolecular cyclizations to form complex structures. When possible, we explain how antiaromaticity develops in excited states and how this can expand synthetic possibilities. The review also examines how factors such as oxidants, substituents, and reaction conditions influence product selectivity, providing useful insights for improving reaction outcomes and demonstrating how photochemical methods can drive the development of new synthetic strategies. Full article
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