Synthesis and photo-isomerisation of 7,8-diphenyl-2,3-benzobicyclo[4.2.0]octa-2,4,7-triene and 4,5-diphenylbenzocyclo-octatetraene
✍ Scribed by P.J. Collin; W.H.F. Sasse
- Book ID
- 104249604
- Publisher
- Elsevier Science
- Year
- 1968
- Tongue
- French
- Weight
- 270 KB
- Volume
- 9
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Derivatives of bicyclo[4.2.O]octa-2,4,'7-triene (I) have been invoked as intermediates in the light-induced formation of cycle-octatetraenes from certain acetylenes and benzene (1,2,3) or benzonitrile (4) as well as in the photochemical synthesis of 1:l adducts[e.g., (II)1 from tolan (diphenylacetylene) and naphthalenes (5). In the context of benzene-acetylene photo-additions this concept appears to be consistent with the properties of the valence tautomerism that links simple derivatives of bicyclo[4.2.0]octa-2,4,7-triene with the corres-
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Two new crystaZZine bicyclo[4.2.OIocta-2,4,7-trienes have been prepared by photodecarbonylation of the a,v$q+L$; structures confirmed by tricyc~o[4.2.1.0 2~5]nona-3,7-dien-9-ones and their The tztle compounds alI undergo thermal ring opening to cyclooctatetmenes, but photolysis is substituent depend
## Abstract Die cyclischen Schwefelsäureester **4a, d** und **e** werden aus **1a, d** und **e** mit Schwefelsäure bei Raumtemperatur dargestellt. Bei höherer Temperatur entstehen die Diketone **3a** oder **b**. Sowohl die Thermolyse der Schwefelsäureester bei 180–200°C als auch ihre Säurehydrolyse