Dihalocarbene reactions of isobenzofurans
โ Scribed by E.V. Dehmlow; W. Broda; N.H. Schladerbeck
- Book ID
- 104233977
- Publisher
- Elsevier Science
- Year
- 1984
- Tongue
- French
- Weight
- 190 KB
- Volume
- 25
- Category
- Article
- ISSN
- 0040-4039
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๐ SIMILAR VOLUMES
The action of dichlorocarbene, generated in excess by phase-transfer catalysis at 20", on quadricyclane 2 resulted in a 7% conversion to at least seven products. The major component (51 % relative yield) was 3,4-exo-dichlorobicyclo[3.2.1 ]octa-2,6-diene (12). Cl c 1 c1 c1 16 12
Dihalocarbenes (:CCl 2 , :CBr 2 , and :CI 2 ) add preferentially to one of the radial double bonds of corannulene, rather than to the rim. These cyclopropanations strongly resemble the additions of dihalocarbenes to fullerenes, which likewise occur at 6:6-double bonds, destroy the cyclic conjugation