The alkyne representation of benzyne is the most widely encountered. Arynes are usually described as having a strained triple bond. [6] Geometric constraints on the triple bond in benzyne result in diminished overlap of in-plane p-orbitals, and thus weaker triple bond. [7]

2018年9月17日 · Nucleophilic aromatic substitution of halobenzenes with a strong base like NaNH2 proceeds through a strange-looking intermediate called benzyne (an "aryne")

The product of the elimination reaction is a highly reactive intermediate \(9\) called benzyne, or dehydrobenzene, which differs from benzene in having two less hydrogen and an extra bond between two ortho carbons. Benzyne reacts rapidly with any available nucleophile, in this case the solvent, ammonia, to give an addition product:

Can Selectivity be Induced with Benzyne Intermediates? biasing of the aryne intermediate can powerfully affect selectivity introduction of polar group at 3-position dramatically influences selectivity

The electronic structure of benzyne, shown in Figure 16.20, is that of a highly distorted alkyne. Although a typical alkyne triple bond uses sp-hybridized carbon atoms, the benzyne triple bond uses sp 2-hybridized carbons.

Benzyne is defined as an important reactive intermediate in chemistry that is generated in situ due to its extreme reactivity. AI generated definition based on: Tetrahedron, 2003

2020年8月10日 · Benzyne is a highly reactive organic molecule that has not been isolated. Its existence only can be inferred by the stable molecules it produces. Its instability is the result of its extremely strained triple bond.

2021年10月22日 · Benzyne shows the properties of a highly reactive alkyne, participating in a range of cycloaddition reactions. benzyne resembles a carbene, having a similar electronic arrangement of two electrons distributed between two orbitals and …

The elimination-addition mechanism of nucleophilic aromatic substitution involves the remarkable intermediate called benzyne or arynes.

The benzyne mechanism works mainly with a very strong base and nucleophile, NH 2 – and does not require an EWG group, although its presence is not a hurdle. Let’s put some common examples of these mechanisms and look into the details of the main patterns.