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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. 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.

  4. Molecular orbital diagram - Wikipedia

    en.wikipedia.org/wiki/Molecular_orbital_diagram

    With these derived atomic orbitals, symmetry labels are deduced with respect to rotation about the principal axis which generates a phase change, pi bond (π) [26] or generates no phase change, known as a sigma bond (σ). [27] Symmetry labels are further defined by whether the atomic orbital maintains its original character after an inversion ...

  5. Molecular orbital - Wikipedia

    en.wikipedia.org/wiki/Molecular_orbital

    An MO will have σ-symmetry if the orbital is symmetric with respect to the axis joining the two nuclear centers, the internuclear axis. This means that rotation of the MO about the internuclear axis does not result in a phase change. A σ* orbital, sigma antibonding orbital, also maintains the same phase when rotated about the internuclear axis.

  6. Ligand field theory - Wikipedia

    en.wikipedia.org/wiki/Ligand_field_theory

    The other form of coordination π bonding is ligand-to-metal bonding. This situation arises when the π-symmetry p or π orbitals on the ligands are filled. They combine with the d xy, d xz and d yz orbitals on the metal and donate electrons to the resulting π-symmetry bonding orbital between them and the metal. The metal-ligand bond is ...

  7. Sigma bond - Wikipedia

    en.wikipedia.org/wiki/Sigma_bond

    In chemistry, sigma bonds (σ bonds) or sigma overlap are the strongest type of covalent chemical bond. [1] They are formed by head-on overlapping between atomic orbitals along the internuclear axis. Sigma bonding is most simply defined for diatomic molecules using the language and tools of symmetry groups. In this formal approach, a σ-bond is ...

  8. 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.

  9. Electrocyclic reaction - Wikipedia

    en.wikipedia.org/wiki/Electrocyclic_reaction

    According to the frontier molecular orbital theory, the sigma bond in the ring will open in such a way that the resulting p-orbitals will have the same symmetry as the HOMO of the product. [4] For the 5,6-dimethylcyclohexa-1,3-diene, only a disrotatory mode would result in p-orbitals having the same symmetry as the HOMO of hexatriene.