Structural features of aliphatic N-nitrosamines of 7-azabicyclo [2.2. 1] heptanes that facilitate N-NO bond cleavage

…, H Tanaka, S Sakamoto, K Yamaguchi…

Index: Ohwada; Miura; Tanaka; Sakamoto; Yamaguchi; Ikeda; Inagaki Journal of the American Chemical Society, 2001 , vol. 123, # 42 p. 10164 - 10172

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Citation Number: 62

Abstract

N-Nitrosamines can be considered as potential nitric oxide (NO)/nitrosonium ion (NO+) donors. However, the relation of the structures of N-nitrosamines, in particular of aliphatic N- nitrosamines, to the characteristics of release of NO or NO+ remains unclear. Here we show that aliphatic N-nitrosoamines of 7-azabicyclo [2.2. 1] heptanes can undergo heterolytic N- NO bond cleavage. On the basis of the observation of reduced rotational barriers of the N- ...