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High‐Yield Formation of Substituted Tetracyanobutadienes from Reaction of Ynamides with Tetracyanoethylene |
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| Authors: | Dr. Marie Betou Nicolas Kerisit Esme Meledje Dr. Yann R. Leroux Dr. Claudine Katan Dr. Jean‐François Halet Dr. Jean‐Claude Guillemin Dr. Yann Trolez |
| Affiliation: | Institut des Sciences Chimiques de Rennes, UMR 6226, CNRS, Ecole Nationale Supérieure de Chimie de Rennes, Université de Rennes 1, 35708 Rennes Cedex (France), Fax: (+33)?2‐23238108 |
| Abstract: | A high‐yielding sequence of [2+2] cycloaddition–retroelectrocyclization of ynamides with tetracyanoethylene (TCNE) is described. The reaction provided tetracyanobutadiene (TCBD) species, which were characterized by various techniques. DFT and TD‐DFT calculations were also performed to complement experimental findings. |
| Keywords: | [2+2] cycloaddition tetracyanobutadienes tetracyanoethylene ynamides |