Mercury sensitized photorearrangement of 3,3,6,6-tetramethyl-1,4-cyclohexadiene
β Scribed by William Reusch; Donald W. Frey
- Book ID
- 104240908
- Publisher
- Elsevier Science
- Year
- 1967
- Tongue
- French
- Weight
- 180 KB
- Volume
- 8
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Although the photochemistry of nonconjugated dienes has received limited attention compared with the conjugated analogs'%', several interesting transannular cyclcoaddition reactions have been recorded. The isomerism of norbornadiene3 and 1,5-cyclooctadiene' are
π SIMILAR VOLUMES
study ( < -30"C)1111. This is best evidenced by the upfield shift of protons H' (by 23Hz) and H5 (by 32Hz) on going from ( 3 ) to ( 5 ) , which simply reflects the increased availability of the lone pair for limited delocalization but is clearly inconsistent with the development of the diamagnetic r
The title compound, C 23 H 25 BrO 3 , was synthesized by the reaction of p-bromobenzaldehyde with dimedone and HClO 4 / SiO 2 in EtOH. In the molecule, the dihydropyran ring adopts a boat conformation and the two cyclohexene rings are in a trans conformation.