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An Orbital Phase Theory

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Orbitals in Chemistry

Part of the book series: Topics in Current Chemistry ((TOPCURRCHEM,volume 289))

Abstract

Cyclic orbital interactions are contained in non-cyclic conjugation as well as cyclic conjugation. For effective interactions, the orbitals are required to meet simultaneously the phase continuity conditions: (1) out of phase relation between electron-donating orbitals; (2) in phase relation between electron-accepting orbitals and between electron-donating and -accepting orbitals. The orbital phase theory is applicable to diverse chemical phenomena of non-cyclic conjugate systems, e.g., relative stabilities of non-cyclic isomers, and selectivities of the reactions through non-cyclic transition structures. The orbital phase theory also includes the rules for cyclic systems, i.e., the Wooward–Hoffmann rule for stereoselection of organic reactions and the Hueckel 4n + 2π electron rule for aromatic molecules. Derivation and applications of the orbital phase theory are reviewed.

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Acknowledgements

The author thanks Prof. Hisashi Yamamoto of the University of Chicago for his reading of the manuscript and his encouragement, Messrs. Hiroki Murai and Hiroki Shimakawa for their assistance in preparing the manuscript, and Ms. Jane Clarkin for the English suggestions.

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  1. Dapartment of Chemistry, Faculty of Engineering, Gifu University, Yanagido, Gifu, 501-1193, Japan

    Satoshi Inagaki

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  1. Satoshi Inagaki
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Correspondence to Satoshi Inagaki .

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  1. Fac. Engineering, Gifu University, Yanagido 1-1 , Gifu, 501-1193, Japan

    Satoshi Inagaki

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Inagaki, S. (2009). An Orbital Phase Theory. In: Inagaki, S. (eds) Orbitals in Chemistry. Topics in Current Chemistry, vol 289. Springer, Berlin, Heidelberg. https://doi.org/10.1007/128_2008_40

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