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  2. Sigma-pi and equivalent-orbital models - Wikipedia

    en.wikipedia.org/wiki/Sigma-pi_and_equivalent...

    The σ-π model differentiates bonds and lone pairs of σ symmetry from those of π symmetry, while the equivalent-orbital model hybridizes them. The σ-π treatment takes into account molecular symmetry and is better suited to interpretation of aromatic molecules ( Hückel's rule ), although computational calculations of certain molecules tend ...

  3. Bond order - Wikipedia

    en.wikipedia.org/wiki/Bond_order

    In molecules which have resonance or nonclassical bonding, bond order may not be an integer.In benzene, the delocalized molecular orbitals contain 6 pi electrons over six carbons, essentially yielding half a pi bond together with the sigma bond for each pair of carbon atoms, giving a calculated bond order of 1.5 (one and a half bond).

  4. Electronic properties of graphene - Wikipedia

    en.wikipedia.org/wiki/Electronic_properties_of...

    Sigma and pi bonds in graphene. Sigma bonds result from an overlap of sp 2 hybrid orbitals, whereas pi bonds emerge from tunneling between the protruding p z orbitals. For clarity, only one p z orbital is shown with its three nearest neighbors.

  5. Molecular orbital diagram - Wikipedia

    en.wikipedia.org/wiki/Molecular_orbital_diagram

    This MO is called the bonding orbital and its energy is lower than that of the original atomic orbitals. A bond involving molecular orbitals which are symmetric with respect to any rotation around the bond axis is called a sigma bond (σ-bond). If the phase cycles once while rotating round the axis, the bond is a pi bond (π-bond).

  6. Pi bond - Wikipedia

    en.wikipedia.org/wiki/Pi_bond

    Two pi bonds are the maximum that can exist between a given pair of atoms. Quadruple bonds are extremely rare and can be formed only between transition metal atoms, and consist of one sigma bond, two pi bonds and one delta bond. A pi bond is weaker than a sigma bond, but the combination of pi and sigma bond is stronger than either bond by itself.

  7. Electrocyclic reaction - Wikipedia

    en.wikipedia.org/wiki/Electrocyclic_reaction

    In organic chemistry, an electrocyclic reaction is a type of pericyclic, rearrangement reaction where the net result is one pi bond being converted into one sigma bond or vice versa. [1] These reactions are usually categorized by the following criteria: Reactions can be either photochemical or thermal.

  8. Bond order potential - Wikipedia

    en.wikipedia.org/wiki/Bond_order_potential

    The original bond order potential concept has been developed further to include distinct bond orders for sigma bonds and pi bonds in the so-called BOP potentials. [ 9 ] Extending the analytical expression for the bond order of the sigma bonds to include fourth moments of the exact tight binding bond order reveals contributions from both sigma ...

  9. Valence bond theory - Wikipedia

    en.wikipedia.org/wiki/Valence_bond_theory

    Pi bonds occur when two orbitals overlap when they are parallel. [9] For example, a bond between two s-orbital electrons is a sigma bond, because two spheres are always coaxial. In terms of bond order, single bonds have one sigma bond, double bonds consist of one sigma bond and one pi bond, and triple bonds contain one sigma bond and two pi bonds.