Controlling the Scholl reaction

…, J Kroulik, CR Robertson, P Rempala…

文献索引：King, Benjamin T.; Kroulik, Jiri; Robertson, Charles R.; Rempala, Pawel; Hilton, Cameron L.; Korinek, Justin D.; Gortari, Lisa M. Journal of Organic Chemistry, 2007 , vol. 72, # 7 p. 2279 - 2288

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被引用次数: 155

摘要

Guidelines for the application of the Scholl reaction were developed. Labeling experiments demonstrate that the Scholl reaction fails in small, unsubstituted oligophenylenes (eg, o- terphenyl) due to oligomerization of the products (eg, triphenylene). Incorporation of suitably placed blocking groups (eg, t-butyl) suppresses oligomerization. The well-established directing group effects in electrophilic aromatic substitution predict the outcome of Scholl ...