Three-center bond

Last updated

In chemistry, there are two types of three-center bonds:

A 3-center 2-electron (3c–2e) bond is an electron-deficient chemical bond where three atoms share two electrons. The combination of three atomic orbitals form three molecular orbitals: one bonding, one non-bonding, and one anti-bonding. The two electrons go into the bonding orbital, resulting in a net bonding effect and constituting a chemical bond among all three atoms. In many common bonds of this type, the bonding orbital is shifted towards two of the three atoms instead of being spread equally among all three. An example of a 3c–2e bond is the trihydrogen cation H+
. This type of bond is also called banana bond.

The 3-center 4-electron (3c–4e) bond is a model used to explain bonding in certain hypervalent molecules such as tetratomic and hexatomic interhalogen compounds, sulfur tetrafluoride, the xenon fluorides, and the bifluoride ion. It is also known as the Pimentel–Rundle three-center model after the work published by George C. Pimentel in 1951, which built on concepts developed earlier by Robert E. Rundle for electron-deficient bonding. An extended version of this model is used to describe the whole class of hypervalent molecules such as phosphorus pentafluoride and sulfur hexafluoride as well as multi-center π-bonding such as ozone and sulfur trioxide.

Related Research Articles

An aromatic hydrocarbon or arene is a hydrocarbon with sigma bonds and delocalized pi electrons between carbon atoms forming a circle. In contrast, aliphatic hydrocarbons lack this delocalization. The term "aromatic" was assigned before the physical mechanism determining aromaticity was discovered; the term was coined as such simply because many of the compounds have a sweet or pleasant odour. The configuration of six carbon atoms in aromatic compounds is known as a benzene ring, after the simplest possible such hydrocarbon, benzene. Aromatic hydrocarbons can be monocyclic (MAH) or polycyclic (PAH).

Chemical bond lasting attraction between atoms that enables the formation of chemical compounds

A chemical bond is a lasting attraction between atoms, ions or molecules that enables the formation of chemical compounds. The bond may result from the electrostatic force of attraction between oppositely charged ions as in ionic bonds or through the sharing of electrons as in covalent bonds. The strength of chemical bonds varies considerably; there are "strong bonds" or "primary bonds" such as covalent, ionic and metallic bonds, and "weak bonds" or "secondary bonds" such as dipole–dipole interactions, the London dispersion force and hydrogen bonding.

Covalent bond chemical bond that involves the sharing of electron pairs between atoms

A covalent bond, also called a molecular bond, is a chemical bond that involves the sharing of electron pairs between atoms. These electron pairs are known as shared pairs or bonding pairs, and the stable balance of attractive and repulsive forces between atoms, when they share electrons, is known as covalent bonding. For many molecules, the sharing of electrons allows each atom to attain the equivalent of a full outer shell, corresponding to a stable electronic configuration.

Ionic bonding chemical bond involving electron transfer

Ionic bonding is a type of chemical bonding that involves the electrostatic attraction between oppositely charged ions, and is the primary interaction occurring in ionic compounds. It is one of the main bonds along with Covalent bond and Metallic bonding. Ions are atoms that have gained one or more electrons and atoms that have lost one or more electrons. This transfer of electrons is known as electrovalence in contrast to covalence. In the simplest case, the cation is a metal atom and the anion is a nonmetal atom, but these ions can be of a more complex nature, e.g. molecular ions like NH+
or SO2−
. In simpler words, an ionic bond is the transfer of electrons from a metal to a non-metal in order to obtain a full valence shell for both atoms.

Ligand molecule or functional group that binds or can bind to the central atom in a coordination complex

In coordination chemistry, a ligand is an ion or molecule that binds to a central metal atom to form a coordination complex. The bonding with the metal generally involves formal donation of one or more of the ligand's electron pairs. The nature of metal–ligand bonding can range from covalent to ionic. Furthermore, the metal–ligand bond order can range from one to three. Ligands are viewed as Lewis bases, although rare cases are known to involve Lewis acidic "ligands".

The oxidation state, sometimes referred to as oxidation number, describes the degree of oxidation of an atom in a chemical compound. Conceptually, the oxidation state, which may be positive, negative or zero, is the hypothetical charge that an atom would have if all bonds to atoms of different elements were 100% ionic, with no covalent component. This is never exactly true for real bonds.

A coordinate covalent bond, also known as a dative bond or coordinate bond is a kind of 2-center, 2-electron covalent bond in which the two electrons derive from the same atom. The bonding of metal ions to ligands involves this kind of interaction. This type of interaction is central to Lewis acid-base theory.

Conjugated system

In chemistry, a conjugated system is a system of connected p orbitals with delocalized electrons in a molecule, which in general lowers the overall energy of the molecule and increases stability. It is conventionally represented as having alternating single and multiple bonds. Lone pairs, radicals or carbenium ions may be part of the system, which may be cyclic, acyclic, linear or mixed. The term "conjugated" was coined in 1899 by the German chemist Johannes Thiele.

Aromaticity concept of spatial and electr. structure of cyclic molec. systems displaying the effects of cyclic electron delocalization which provide for their enhanced thermodyn. stability and tendency to retain the struct. type in the course of chem. transfo-ns

In organic chemistry, the term aromaticity is used to describe a cyclic (ring-shaped), planar (flat) molecule with a ring of resonance bonds that exhibits more stability than other geometric or connective arrangements with the same set of atoms. Aromatic molecules are very stable, and do not break apart easily to react with other substances. Organic compounds that are not aromatic are classified as aliphatic compounds—they might be cyclic, but only aromatic rings have special stability.

Double bond chemical bond involving four bonding electrons; has one sigma plus one pi bond

A double bond in chemistry is a chemical bond between two chemical elements involving four bonding electrons instead of the usual two. The most common double bond occurs between two carbon atoms and can be found in alkenes. Many types of double bonds exist between two different elements. For example, in a carbonyl group with a carbon atom and an oxygen atom. Other common double bonds are found in azo compounds (N=N), imines (C=N) and sulfoxides (S=O). In skeletal formula the double bond is drawn as two parallel lines (=) between the two connected atoms; typographically, the equals sign is used for this. Double bonds were first introduced in chemical notation by Russian chemist Alexander Butlerov.

Octet rule chemical rule of thumb

The octet rule is a chemical rule of thumb that reflects observation that atoms of main-group elements tend to bond in such a way that each atom has eight electrons in its valence shell, giving it the same electron configuration as a noble gas. The rule is especially applicable to carbon, nitrogen, oxygen, and the halogens, but also to metals such as sodium or magnesium.

Electron deficiency is a term describing atoms or molecules having fewer than the number of electrons required for maximum stability. At the atomic level, main group atoms having less than 8 electrons or transition metal atoms having less than 18 electrons are described as electron-deficient. At the molecular level, molecules which have an incompletely filled set of bonding molecular orbitals are considered to be electron-deficient. Thus, CH4+ and BH3 are electron-deficient, while methane (CH4) and diborane (B2H6) are not. Not surprisingly, electron-deficient molecules are typically strongly electron-attracting (electrophilic). As the most extreme form of electron deficiency one can consider the metallic bond.

Delocalized electron

In chemistry, delocalized electrons are electrons in a molecule, ion or solid metal that are not associated with a single atom or a covalent bond. The term is general and can have slightly different meanings in different fields. In organic chemistry, this refers to resonance in conjugated systems and aromatic compounds. In solid-state physics, this refers to free electrons that facilitate electrical conduction. In quantum chemistry, this refers to molecular orbital electrons that extend over several adjacent atoms.

In chemistry, the valence or valency of an element is a measure of its combining power with other atoms when it forms chemical compounds or molecules. The concept of valence developed in the second half of the 19th century and helped successfully explain the molecular structure of inorganic and organic compounds. The quest for the underlying causes of valence led to the modern theories of chemical bonding, including the cubical atom (1902), Lewis structures (1916), valence bond theory (1927), molecular orbitals (1928), valence shell electron pair repulsion theory (1958), and all of the advanced methods of quantum chemistry.

An intramolecular force is any force that binds together the atoms making up a molecule or compound, not to be confused with intermolecular forces, which are the forces present between molecules. The subtle difference in the name comes from the Latin roots of English with inter meaning between or among and intra meaning inside. Chemical bonds are considered to be intramolecular forces, for example. These forces are often stronger than intermolecular forces, which are present between atoms or molecules that are not bonded.

A carbon–oxygen bond is a polar covalent bond between carbon and oxygen. Oxygen has 6 valence electrons and prefers to either share two electrons in bonding with carbon, leaving the 4 nonbonding electrons in 2 lone pairs :O: or to share two pairs of electrons to form the carbonyl functional group. =O: Simple representatives of these two bond types are the _OH in alcohols such as the ethanol in beverages and fuels and the C=O in ketones.

Four-center two-electron bond

A 4-center 2-electron (4c–2e) bond is a type of chemical bond in which four atoms share two electrons in bonding, with a net bond order of ​12. This type of bonding differs from the usual covalent bond, which involves two atoms sharing two electrons.

Chemical compound Substance composed of multiple elements

A chemical compound is a chemical substance composed of many identical molecules composed of atoms from more than one element held together by chemical bonds. A chemical element bonded to an identical chemical element is not a chemical compound since only one element, not two different elements, is involved.