Spectroscopic Analysis of the Products of the Cycloaddition Reaction of 1‐Aryl‐2‐chlorocyclopropenes and Cyclopentadiene |
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Authors: | Mei‐Fang Ding Chuan‐Chen Lee Lian‐Chun Lin Shaw‐Tao Lin |
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Institution: | 1. Department of Applied Chemistry, Providence University, Sha‐Lu, Taichung 433, Taiwan;2. Department of Health and Nutrition Biotechnology, Asia University, Wu‐Feng, Taichung 413, Taiwan |
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Abstract: | The treatment of a series of 1‐aryl‐2,2‐dihalocyclopropanes with t‐BuOK at ?10 °C produces the corresponding 1‐aryl‐2‐halocyclopropenes, which react with cyclopentadiene to produce fairly good yield of 4+2]‐cycloaddition products with more than 90% of the endo‐isomer. The higher yield obtained from hexane medium then from methanol and ionic liquid demonstrates that the reaction is a nonpolar process. |
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Keywords: | Cyclopropenes Cycloaddition endo‐adduct 2D NMR MS |
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