Dependence of hydrocarbon sigma CC bond strength on bond angles: The concepts of “inverted”, “direct” and “superdirect” bonds - Sorbonne Université
Article Dans Une Revue Computational and Theoretical Chemistry Année : 2022

Dependence of hydrocarbon sigma CC bond strength on bond angles: The concepts of “inverted”, “direct” and “superdirect” bonds

Résumé

The bond energy (BE) of CC in CH3-CH3 with respect to geometry frozen fragments follows a sigmoidal increase as a function of the θ = HCC pyramidalization angle. Using dynamic orbital forces as a BE index, the same behaviour as a function of a unique <θ> parameter, mean angle of the substituents, is found for 24 single CC bonds in various hydrocarbons. Thus the <θ> parameter appears as a straightforward and robust index of the geometrical constraints which can either strengthen or weaken a bond. This way, CC sigma bonds can be easily classified into weak "inverted" bonds for <θ> < 90° (eg. in [111]propellane and bicyclobutane), "direct" (or "normal") bonds for 90° < <θ> < 120° (eg. ethane), and strong "superdirect" bonds for <θ> > 120° (eg. in tetrahedryltetrahedrane and butadiyne).

Domaines

Chimie
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Dates et versions

hal-03474431 , version 1 (10-12-2021)

Identifiants

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Rubén Laplaza, Julia Contreras-García, Franck Fuster, François Volatron, Patrick Chaquin. Dependence of hydrocarbon sigma CC bond strength on bond angles: The concepts of “inverted”, “direct” and “superdirect” bonds. Computational and Theoretical Chemistry, 2022, 1207, pp.113505. ⟨10.1016/j.comptc.2021.113505⟩. ⟨hal-03474431⟩
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