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Paper | Regular issue | Vol 71, No. 8, 2007, pp.1743-1754
Published online, 25th May, 2007
DOI: 10.3987/COM-07-11047
The Thorpe-Ingold Effect in Cyclic Imides. Part III

Michal Pawlowski, Krystyna Wojtasiewicz, Jan K. Maurin, Andrzej Leniewski, Dariusz Blachut, and Zbigniew Czarnocki*

*Faculty of Chemistry, Warsaw University, Pasteura St.1, 02-093 Warsaw, Poland

Abstract

Reactivity of phenyllithium with a number of succinimide derivatives were studied. We have shown that the Thorpe-Ingold effect affected both the reaction products distribution and their structures. Regioselectivity of these reactions were rationalized. Structures were confirmed with NMR and crystallographic methods.