Spectroscopic Analysis of the Products of the Cycloaddition Reaction of 1‐Aryl‐2‐chlorocyclopropenes and Cyclopentadiene | Zendy

Ding MeiFang | Zendy; Lee ChuanChen | Zendy; Lin LianChun | Zendy; Lin ShawTao | Zendy

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Spectroscopic Analysis of the Products of the Cycloaddition Reaction of 1‐Aryl‐2‐chlorocyclopropenes and Cyclopentadiene

Author(s) -

Ding MeiFang,

Lee ChuanChen,

Lin LianChun,

Lin ShawTao

Publication year - 2014

Publication title -

journal of the chinese chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.329

H-Index - 45

eISSN - 2192-6549

pISSN - 0009-4536

DOI - 10.1002/jccs.201300216

Subject(s) - chemistry , cyclopentadiene , cycloaddition , aryl , yield (engineering) , hexane , ionic liquid , methanol , medicinal chemistry , organic chemistry , catalysis , alkyl , materials science , metallurgy

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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