Tetrahedron letters

New free-radical halogenations of alkanes, catalysed by N-hydroxyphthalimide. Polar and enthalpic effects on the chemo-and regioselectivity

…, F Recupero, C Gambarotti, R Paganelli, GF Pedulli…

文献索引：Minisci, Francesco; Porta, Ombretta; Recupero, Francesco; Gambarotti, Cristian; Paganelli, Roberto; Pedulli, Gian Franco; Fontana, Francesca Tetrahedron Letters, 2004 , vol. 45, # 8 p. 1607 - 1609

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被引用次数: 13

摘要

Recently we have evaluated 1 the bond dissociation enthalpies (BDE) of the O–H bonds of a variety of hydroxylamine derivatives, showing how the BDE values strongly increase from alkyl- or arylhydroxylamine (≈70 kcal mol −1 ) to mono- and di-acylhydroxylamines (88.1 kcal mol −1 for N-hydroxyphthalimide, NHPI). Moreover, we have determined 1 the absolute rate constant for hydrogen abstraction from a series of C–H bonds by phthalimido-N-oxyl ...