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Can someone explain the isolobal principle/analogy to me? In problem 3.101 of the 6th edition, they replace bonds of C-H in the benzene structure with nitrogen but I'm confused as to why this is possible or why it happens.
The isolobal principle states that an element or group of elements with similar shape, symmetry and radial extent; with approximately the same energy; and with the same number of electrons available for cluster bonding is able to replace another. In the case of benzene, the C-H can be replaced by N because nitrogen can provide the same aspects of symmetry as C-H. In the C-C bond, carbon forms a double and single bind with another carbon molecule and between the C-H bond, carbon forms a single bond with a hydrogen atom. Nitrogen provides the same properties in that it can double and single bond with a neighboring carbon or nitrogen and the resulting lone pair would be the equivalent of a C-H bond.
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