Is the Delocalized π-System of Benzene a Stable Electronic System?

Philippe C. Hiberty; Sason S. Shaik; Jean Michel Lefour; Gilles Ohanessian

doi:10.1021/jo00223a052

Is the Delocalized π-System of Benzene a Stable Electronic System?

Philippe C. Hiberty, Sason S. Shaik, Jean Michel Lefour, Gilles Ohanessian

Université Paris-Saclay

Research output: Contribution to journal › Article › peer-review

Abstract

Computational evidence is provided that the symmetric hexagonal structure of benzene is driven by the σ-framework alone. The π-system is found to favor a distorted and localized structure. Electronic (π) delocalization in benzene is thus forced by the σ-framework.

Original language	English
Pages (from-to)	4657-4659
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	50
Issue number	23
DOIs	https://doi.org/10.1021/jo00223a052
Publication status	Published - 1 Jan 1985
Externally published	Yes

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10.1021/jo00223a052

Cite this

@article{b8d8a718df764357bb78ab15c42b7935,

title = "Is the Delocalized π-System of Benzene a Stable Electronic System?",

abstract = "Computational evidence is provided that the symmetric hexagonal structure of benzene is driven by the σ-framework alone. The π-system is found to favor a distorted and localized structure. Electronic (π) delocalization in benzene is thus forced by the σ-framework.",

author = "Hiberty, \{Philippe C.\} and Shaik, \{Sason S.\} and Lefour, \{Jean Michel\} and Gilles Ohanessian",

year = "1985",

month = jan,

day = "1",

doi = "10.1021/jo00223a052",

language = "English",

volume = "50",

pages = "4657--4659",

journal = "Journal of Organic Chemistry",