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The Journal of Organic Chemistry

A study and mechanistic interpretation of the electronic and steric effects that determine the stereochemical outcome of the reaction of Schiff bases with homophthalic …

M Cushman, EJ Madaj

文献索引:Cushman, Mark; Madaj, Edmund J. Journal of Organic Chemistry, 1987 , vol. 52, # 5 p. 907 - 915

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被引用次数: 84

摘要

A study has been undertaken of the electronic and steric effects that determine the ratios of cis-and trans-isoquinolones 9 formed in the condensation of para-substituted Schiff bases 8 with homophthalic anhydride (5). A linear correlation between the ratioe of the cis-and trans- isoquinolones formed and the Hammett u+ constants of the substituents in the aromatic ring has been observed. Electron-donating substituents have been found to favor formation of ...