Reaction pathways for ambident aryloxide O??and C??nucleophiles in SNAr displacement versus Meisenheimer complex formation with picryl halides. Stereoelectronic …

RA Manderville, JM Dust…

文献索引：Manderville, Richard A.; Dust, Julian M.; Buncel, Erwin Journal of Physical Organic Chemistry, 1996 , vol. 9, # 8 p. 515 - 528

全文：HTML全文

被引用次数: 12

摘要

Abstract To probe regioselectivity in Meisenheimer complexation, the reaction of two picryl halides (PiX where X= F, Cl) with a series of aryloxide nucleophiles (phenoxide, 2, 4, 6- trimethylphenoxide and 2, 6-di-t-butylphenoxide) were monitored by 1 H NMR spectroscopy in dimethyl sulphoxide at ambient temperature and in acetonitrile-dimethoxyethane (MeCN- DME) at low temperature (− 40 C). The reactions of both picryl halides with the ambident ( ...