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Cited by 68Synthesis and Properties of Aromatic CompoundsCyclization and Aryne ChemistrySynthesis and characterization of novel inorganic/organometallic compounds

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Manifestations of Antiaromaticity in Organic Materials: Case Studies of Cyclobutadiene, Borole, and Pentalene

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Hong, Calvin, Baltazar, Juan, Tovar, John D.·2022·European Journal of Organic Chemistry
DOI 10.1002/ejoc.202101343
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Abstract

Abstract This Review surveys the experimental and synthetic history of three classic antiaromatic cores: cyclobutadiene, borole, and pentalene. The coverage extends from the bare molecular cores to fused or substituted variants that impart thermodynamic or kinetic stability to the antiaromatic systems. Recent studies to utilize the unusual properties of these antiaromatic cores in the context of advanced electronic materials are discussed.

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  • Cyclobutadiene has never been isolated but has been characterized when trapped in a matrix.

    “This molecule has never been isolated, but characterized when trapped in a matrix [178].”

    From Aromaticity and Antiaromaticity: How to Define Them (2025) · cites this paper as [178]

  • Cyclobutadiene's ground state is a rectangular singlet.

    “Its ground state is a rectangular singlet.”

    From Aromaticity and Antiaromaticity: How to Define Them (2025) · cites this paper as [178]

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Metadata

Authors
Hong, C., Baltazar, J., & Tovar, J. D.
Affiliations
Johns Hopkins University (US)
Corresponding author
Tovar, John D.
ORCID
Venue
European Journal of Organic Chemistry
Publisher
Wiley
Published
2022-01-24
Volume
2022
Issue
13
ISSN
  • 1099-0690 (ISSN-L)
  • 1434-193X
DOI
10.1002/ejoc.202101343
OpenAlex
W4206235017
Cited by
68
References
145
Citations by year
2026: 14 · 2025: 17 · 2024: 22 · 2023: 11 · 2022: 4
FWCI
5.14
Type
journal article
Language
en
Open access
Licence
Locations
European Journal of Organic Chemistry (publishedVersion, cc-by)
Funders
Johns Hopkins University
Topics
  • Physical Sciences › Chemistry › Organic Chemistry › Synthesis and Properties of Aromatic Compounds
  • Physical Sciences › Chemistry › Organic Chemistry › Cyclization and Aryne Chemistry
  • Physical Sciences › Chemistry › Inorganic Chemistry › Synthesis and characterization of novel inorganic/organometallic compounds
Keywords
antiaromaticity, cyclobutadiene, boroles, pentalene, electronic materials

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