Experimental and theoretical investigation of the inversion of configuration during thermal nitrogen loss from 2,3-diazabicyclo[2.2.1]hept-2-ene-exo,exo-5,6-d2
β Scribed by Lyons, Barbara A.; Pfeifer, Joerg; Carpenter, Barry K.
- Book ID
- 127248993
- Publisher
- American Chemical Society
- Year
- 1991
- Tongue
- English
- Weight
- 260 KB
- Volume
- 113
- Category
- Article
- ISSN
- 0002-7863
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π SIMILAR VOLUMES
endo-6-Methylbicyclo[3.2.0] hept-2-ene at 275Β°C in the gas phase isomerizes and fragments with a first-order rate constant for disappearance of 7.3 Γ10 -6 s -1 . The exo-methyl isomer is not formed; the ring inversion isomerization of the bicyclo[3.2.0]hept-2-ene is not kinetically competitive.
In the course of our investigations on the photochemistry of a-chloroketones we have photolyzed exo-3-chlorobicyclo[2.2.l~hept-5-en-2-one (1). -Ketone L when photolyzed in methanol (0.05 l4, 1> through a Pyrex filter with Rayonet 3000 1 lamps results in the stereospecific formation of endo-6-carbome