The Photocyclization of Arylpropynes

Cover The Photocyclization of Arylpropynes
The Photocyclization of Arylpropynes
Kulig, Martin Joseph, 1945-
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■77- 255 , det. 250 , col. 215 ] four major products were separated and three were identified by ir, nmr and mass spectral comparison to authentic compounds. The reaction mixture contained diphenylme thane, benzoic acid, and benzophenone . The products ostensibly resulted from oxidative cleavage of the original propyne. Further irradiations were either degassed completely or performed in an argon purged atmosphere.
Photolysis of 1,3, 3-Trlphenyl-l-propyne (Degassed) A degassed solution containi
...ng 0.336 grams (1.25 mmole) of pure 1,3,3-triphenyl-l-propyne in 125 ml of cyclohexane was irradiated at 2537 A°. The reaction uas monitored by glpc [(1/8" x 5') 7% SE 30 on 60/80 Chromosorb W column, inj . 265 , det. 250 , col. 235 ] at specific time intervals. After three hours of irradiation, the reaction mixture contained some starting material (18%) , three minor products (20%), and one major product (62%). The photolysis was ter- minated after four hours. The reaction mixture now contained start- ing material (11%), three minor products (20%), and one major product (69%).

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