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Effects of annulation on the mass spectral behaviour of monosubstituted bicyclo[4.3.0]-3-nonenes and bicyclo[4.3.0]-3,7-nonadienes

✍ Scribed by František Tureček; Vladimir Hanuš


Publisher
John Wiley and Sons
Year
1978
Tongue
English
Weight
566 KB
Volume
13
Category
Article
ISSN
1076-5174

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✦ Synopsis


Abstract

The mass spectra of the title compounds differ considerably depending on the annulation of the bicyclic skeleton. For a series of alkyl derivatives the cis‐annulated compounds show a higher abundance of the products due to the retro Diels‐Alder cleavage than the corresponding trans isomers. The cis‐annulated esters and alcohols lose a molecule of ethanol and water, respectively, more easily than the corresponding trans isomers. Effects of conformation and configuration are discussed.


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Dimers of 3,7-dehydrotropones (bicyclo[3
✍ Barbara Szechner; Max Rey; André S. Dreiding; Rita Grieb 📂 Article 📅 1984 🏛 John Wiley and Sons 🌐 German ⚖ 678 KB

## Abstract 2‐(__tert__‐Butyl)‐3,7‐dehydrotropone (7‐(__tert__‐butyl)bicyclo[3.2.0]hepta‐1(7),2,4‐trien‐6‐one; **1**) was found to dimerize reversibly to **2A** by [2 + 4]‐cycloaddition/cycloreversion reaction. The equilibrium lies on the side of the highly strained dimer **2A** in the solid state,