Remote trimethylsilyl groups interfering with the ortho deprotonation of fluoroarenes and chloroarenes

…, E Marzi, F Mongin, M Schlosser

文献索引：Heiss, Christophe; Marzi, Elena; Mongin, Florence; Schlosser, Manfred European Journal of Organic Chemistry, 2007 , # 4 p. 669 - 675

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被引用次数: 11

摘要

Abstract (2-Fluorophenyl) trimethylsilane (2-F) and (2-chlorophenyl) trimethylsilane (2-Cl) react with sec-butyllithium or lithium 2, 2, 6, 6-tetramethylpiperidide under permutational hydrogen/metal interconversion (metalation) more slowly than, respectively, the corresponding 4-fluoro-and 4-chloro isomers (1-F and 1-Cl, respectively) or, on the other hand, fluorobenzene and chlorobenzene themselves. The bulky silyl substituent impedes ...