Mechanistic features of allylic hydrogen abstraction by alkoxy radicals

…, M Brechbiel, W Miles, LD Kwart

Index: Kwart, H.; Brechbiel, M.; Miles, W.; Kwart, L.D. Journal of Organic Chemistry, 1982 , vol. 47, # 23 p. 4524 - 4528

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Citation Number: 8

Abstract

A Ts* of angular H abstraction from allylbenzene in the cow of the allylic acetoxylation reaction wm previously invoked to explain a temperature-independent primary KIE kH/kD= 2.90. This reaction geometry is now fully supported by the finding of inverse a-secondary deuterium isotope effects at both ends of the double bond in dyk" e;(kH/kD) uC1= 0.977 and (k~/k~)%= 0.985. In keeping with these results an mymmetridy structured, bridged radical ...

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