aryne
Sign in to saveIn organic chemistry, arynes and benzynes are a class of highly reactive chemical species derived from an aromatic ring by removal of two substituents. Arynes are examples of didehydroarenes (1,2-didehydroarenes in this case), although 1,3- and 1,4-didehydroarenes are also known. Arynes are examples of alkynes under high strain.
Article
13 sectionsContents
- Bonding in arynes
- Generation of arynes
- Reactions of arynes
- Nucleophilic additions to arynes
- Pericyclic reactions of arynes
- Bond-insertion reactions of arynes
- Other dehydrobenzenes
- 1,4-Didehydroarenes
- History
- Examples of benzynes in total synthesis
- See also
- References
- External links
In organic chemistry, arynes and benzynes are a class of highly reactive chemical species derived from an aromatic ring by removal of two substituents. Arynes are examples of didehydroarenes (1,2-didehydroarenes in this case), although 1,3- and 1,4-didehydroarenes are also known. Arynes are examples of alkynes under high strain.
==Bonding in arynes== The alkyne representation of benzyne is the most widely encountered. Arynes are usually described as having a strained triple bond (left), but resonance contributors include a cumulene form (middle) and biradical form (right):