
Tetrahedron p. 9677 - 9688 (1998)
Update date:2022-08-03
Topics:
Pozharskii, Alexander F.
Dyablo, Olga V.
Belyaev, Alexander V.
Starikova, Zoya A.
Yanovskii, Alexander I.
1-(N-Nitrosoalkylamino)benzimidazoles (7a-e) were prepared by nitrosation of the parent amines with nitrous acid. The NMR data revealed 7a- d in solutions as mixtures of E and Z-isomers due to hindered rotation around the N-NO bond. 1-(N-Nitrosoisopropylamino)benzimidazole (7e) existed in solutions as a sole Z-isomer. The rotation barrier around the N-NO bond was estimated for 7a by 1H NMR dynamic spectroscopy. The molecular structure of 1-(N-nitrosomethylamino)-2-methylbezimidazole (7d) was confirmed by X-ray structural data.
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Doi:10.1016/S0960-894X(98)00448-X
(1998)Doi:10.1007/BF00486967
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(1999)Doi:10.1021/om980435j
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(1998)