Radical cations of 1, 2-bis (dialkylamino) benzenes: Restricted rotation about the C NMe 2 bond

FA Neugebauer, B Funk, HA Staab

Index: Neugebauer, Franz A.; Funk, Britta; Staab, Heinz A. Tetrahedron Letters, 1994 , vol. 35, # 27 p. 4755 - 4758

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Citation Number: 9

Abstract

Abstract The 1, 2-bis (dialkylamino) benzene radical cations 2a–c⊎+ were generated by oxidation of the parent compounds with iodine or lead tetraacetate. ESR and ENDOR studies of 2a⊎+ and 2b⊎+ gave evidence of a restricted rotation about the C NMe 2 bond; based on the results of 2c⊎+ the different N-methyl proton splittings in 2a⊎+ and 2b⊎+ were assigned to the exo and endo N-methyl groups.