Lahiri, S. ; Dabral, V. ; George, M. V. (1978) Thermal addition of dibenzoylacetylene to cycloheptatriene and the photo-rearrangement of the thermal adduct Tetrahedron, 34 (15). pp. 2305-2314. ISSN 0040-4020
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Official URL: http://linkinghub.elsevier.com/retrieve/pii/004040...
Related URL: http://dx.doi.org/10.1016/0040-4020(78)89043-7
Abstract
The reaction of cycloheptatriene (CHT) with dibenzoylacetylene (DBA), in refluxing toluene gave a mixture of products consisting of 6,7-dibenzoyltricyclo[3.2.2.02.4]nona-6,8-diene 6 and 3,4-dibenzoylbicyclo [3.2.2]nona-2,6,8-triene 7. Neat heating of a mixture of CHT and DBA around 95-100° gave besides, 6 and 7, small amounts of two dimers of DBA. Photolysis of 6 in benzene solution gave a lactonic, rearrangement product. 25. The structures of the various products have been established and reasonable mechanisms for their formation have been suggested.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| ID Code: | 12693 |
| Deposited On: | 11 Nov 2010 09:10 |
| Last Modified: | 01 Jun 2011 10:36 |
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