Evidence for a zwitterionic intermediate in the 2+2 cycloaddition of tetracyanoethylene to a trans-fixed 1,3-diene
โ Scribed by Roll Huisgen; Joaquin Plumet Ortega
- Book ID
- 104246139
- Publisher
- Elsevier Science
- Year
- 1978
- Tongue
- French
- Weight
- 193 KB
- Volume
- 19
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
โฆ Synopsis
Tetracyanoethylene (TCNE) belongs to the most active dienophiles in . the Diels-Alder reaction.' Trans-fixed 1,3-dienes, however, combine with TCNE in 2+2 cycloadditions to give vinylcyclobutanes; 293 the second double bond effects an activation, No. 41 ACKNOWLEDGMENT. J.P.O. expresses his gratitude to the Alexander von Humboldt-Stiftung for a stipend.
๐ SIMILAR VOLUMES
Despite an extensive literature, controversy about the Diels-Alder reaction mechanism still exists. For the thermal dimerization of 1,3-butadiene, for example, a concerted one-step [I] or two-stage [2] mechanism, a mixture of orbital symmetry allowed and forbidden cycloadditions 131, as well as a tw