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A typical triple bond, for example in acetylene (HC≡CH), consists of one sigma bond and two pi bonds in two mutually perpendicular planes containing the bond axis. 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 ...
Carbocations are formed in two major alkene addition reactions. In an HX addition reaction, the pi bond of an alkene acts as a nucleophile and bonds with the proton of an HX molecule, where the X is a halogen atom. This forms a carbocation intermediate, and the X then bonds to the positive carbon that is available, as in the following two-step ...
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.
During a DA INV reaction, three pi-bonds are broken, and two sigma bonds and one new pi-bond are formed. A prototypical DA INV reaction is shown on the right. DA INV reactions often involve heteroatoms, and can be used to form heterocyclic compounds.
When atoms interact to form a chemical bond, the atomic orbitals of each atom are said to combine in a process called orbital hybridisation. The two most common types of bonds are sigma bonds (usually formed by hybrid orbitals) and pi bonds (formed by unhybridized p orbitals for atoms of main group elements).
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 ...
At the same time the p z-orbitals approach and together they form a p z-p z pi-bond. Likewise, the other pair of p y-orbitals form a p y-p y pi-bond. The result is formation of one sigma bond and two pi bonds. In the bent bond model, the triple bond can also formed by the overlapping of three sp 3 lobes without the need to invoke a pi-bond. [5]
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.