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Linus Pauling proposed that the double bond in ethylene results from two equivalent tetrahedral orbitals from each atom, [5] which later came to be called banana bonds or tau bonds. [6] Erich Hückel proposed a representation of the double bond as a combination of a sigma bond plus a pi bond.
For this molecule, carbon sp 2 hybridises, because one π (pi) bond is required for the double bond between the carbons and only three σ bonds are formed per carbon atom. In sp 2 hybridisation the 2s orbital is mixed with only two of the three available 2p orbitals, usually denoted 2p x and 2p y .
In organic chemistry, neighbouring group participation (NGP, also known as anchimeric assistance) has been defined by the International Union of Pure and Applied Chemistry (IUPAC) as the interaction of a reaction centre with a lone pair of electrons in an atom or the electrons present in a sigma or pi bond contained within the parent molecule but not conjugated with the reaction centre.
Sigma bonds occur when the orbitals of two shared electrons overlap head-to-head, with the electron density most concentrated between nuclei. 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 ...
Pi bonds are created by the “side-on” interactions of the orbitals. [3] Once again, in molecular orbitals, bonding pi (π) electrons occur when the interaction of the two π atomic orbitals are in-phase. In this case, the electron density of the π orbitals needs to be symmetric along the mirror plane in order to create the bonding ...
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.
Griffith and Orgel used the electrostatic principles established in crystal field theory to describe transition metal ions in solution and used molecular orbital theory to explain the differences in metal-ligand interactions, thereby explaining such observations as crystal field stabilization and visible spectra of transition metal complexes.
Sigmatropic rearrangements are concisely described by an order term [i,j], which is defined as the migration of a σ-bond adjacent to one or more π systems to a new position (i−1) and (j−1) atoms removed from the original location of the σ-bond. [3]