| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5275958 | Tetrahedron Letters | 2007 | 5 Pages |
Double annulation of 1,6-bis(bromomethyl)-1,3,5-cycloheptatriene with diethyl acetonedicarboxylate under basic conditions provided the title cyclooctadecane derivative having formally two 1,3,5-cycloheptatriene moieties. An NMR study of the compound suggested that one moiety stays as a cycloheptatriene form and the other as a norcaradiene form. X-ray crystallographic analysis revealed that two methano bridges have syn- and anti-configurations to the central carbonyl bridge and also showed that one of the moieties having the syn-methano bridge stays a CHT form and the other having the anti-methano bridge stays an NCD form.
Graphical abstractThe cyclohetratriene–norcaradiene equilibrium of the right wing part in the title compound was found to be shifted to the norcaradiene side.Figure optionsDownload full-size imageDownload as PowerPoint slide
