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The pi-bonds of phosphaalkynes are weaker than most carbon-phosphorus sigma bonds, rendering phosphaalkynes reactive with respect to the formation of oligomeric species containing more sigma bonds. These oligomerization reactions are triggered thermally, or can be catalyzed by transition or main-group metals .
A pi bond can exist between two atoms that do not have a net sigma-bonding effect between them. In certain metal complexes, pi interactions between a metal atom and alkyne and alkene pi antibonding orbitals form pi-bonds. In some cases of multiple bonds between two atoms, there is no net sigma-bonding at all, only pi bonds.
Because alkynes have two π bonds, alkynes can form stable complexes in which they bridge two metal centers. The alkyne donates a total of four electrons, with two electrons donated to each of the metals. And example of a complex with this bonding scheme is η 2-diphenylacetylene-(hexacarbonyl)dicobalt(0). [7]
The two π-bonds are formed when the two HOMO orbitals of the metal back-donate to the LUMO of the carbyne. They are also called metal alkylidynes—the carbon is a carbyne ligand. Such compounds are useful in organic synthesis of alkynes and nitriles. They have been the focus on much fundamental research. [3]
In the language of valence bond theory, the carbon atoms in an alkyne bond are sp hybridized: they each have two unhybridized p orbitals and two sp hybrid orbitals. Overlap of an sp orbital from each atom forms one sp–sp sigma bond. Each p orbital on one atom overlaps one on the other atom, forming two pi bonds, giving a total of three bonds.
One lone pair is used as a sigma X donor, the other two lone pairs are available as L-type pi donors. If both lone pairs are used in pi bonds then the M−N−R geometry is linear. However, if one or both these lone pairs is nonbonding then the M−N−R bond is bent and the extent of the bend speaks to how much pi bonding there may be.
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]
A molecule with no rings can be represented as a tree with a number of bonds equal to the number of atoms minus one (as in dihydrogen, H 2, with only one sigma bond, or ammonia, NH 3, with 3 sigma bonds). There is no more than 1 sigma bond between any two atoms. Molecules with rings have additional sigma bonds, such as benzene rings, which have ...