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Chemistry · Glossary

What is Delocalisation energy?

Definition 16.8 University Chemistry — Year 2 · Chapter 16 — Hückel Theory and Conjugated Systems

The delocalisation energy of a conjugated system is the difference between its π\pi energy and that of the same number of isolated double bonds, each with Eπ=2α+2βE_\pi = 2\alpha + 2\beta.

Examples

Example 16.14 (Benzene)

Six π\pi electrons fill α+2β\alpha + 2\beta and the pair α+β\alpha + \beta: Eπ=6α+8βE_\pi = 6\alpha + 8\beta. Three isolated double bonds give 6α+6β6\alpha + 6\beta: the delocalisation energy is 2β2\beta, about twice that of the open chain of six carbons, hexatriene (0.988β0.988\beta): closing the ring is worth as much again. By symmetry all bond indices are equal (p=2/3p = 2/3), and so are the six bond lengths, 139.7 pm139.7\,\mathrm{pm}, between those of ethene (133.9 pm133.9\,\mathrm{pm}) and ethane (153.6 pm153.6\,\mathrm{pm}).

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