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Contributing structures of the carbonate ion. In chemistry, resonance, also called mesomerism, is a way of describing bonding in certain molecules or polyatomic ions by the combination of several contributing structures (or forms, [1] also variously known as resonance structures or canonical structures) into a resonance hybrid (or hybrid structure) in valence bond theory.
Clar's rule states that for a benzenoid polycyclic aromatic hydrocarbon (i.e. one with only hexagonal rings), the resonance structure with the largest number of disjoint aromatic π-sextets is the most important to characterize its chemical and physical properties. Such a resonance structure is called a Clar structure. In other words, a ...
In chemistry, the mesomeric effect (or resonance effect) is a property of substituents or functional groups in a chemical compound.It is defined as the polarity produced in the molecule by the interaction of two pi bonds or between a pi bond and lone pair of electrons present on an adjacent atom. [1]
The NBOs for a resonance structure formula can then be, subsequently, calculated from the CHOOSE option. Operationally, there are three ways in which alternative resonance structures may be generated: (1) from the LEWIS option, considering the Wiberg bond indices; (2) from the delocalization list; (3) specified by the user. [1]
On the other hand, the nitrobenzene resonance structures have positive charges around the ring system: The nitro group can withdraw electron density through resonance. Attack occurs at the meta position, since the (partial) formal positive charges at the ortho and para positions indicate electron deficiency at these positions.
In another case, the stereoelectronic effect can result in an increased contribution of one resonance structure over another, which leads to further consequences in reactivity. For 1,4- benzoquinone monoxime, there are significant differences in the physical properties and reactivities between C2-C3 double bond and C5-C6 double bond.
Principal resonance structures for phosphine oxides. The structure of the phosphine oxide is not strongly perturbed by coordination. The geometry at phosphorus remains tetrahedral. The P-O distance elongates by ca. 2%. In triphenylphosphine oxide, the P-O distance is 1.48 Å. [3] In NiCl 2 [OP(C 6 H 5) 3] 2, the distance is 1.51 Å (see figure).
This bonding scheme is succinctly summarized by the following two resonance structures: I—I···I − ↔ I − ···I—I (where "—" represents a single bond and "···" represents a "dummy bond" with formal bond order 0 whose purpose is only to indicate connectivity), which when averaged reproduces the I—I bond order of 0.5 obtained ...