Influence of substituents at the nitrogen atom on the structure of amidoximes

1992 ◽  
Vol 32 (4) ◽  
pp. 477-482
Author(s):  
V. G. Andrianov ◽  
A. V. Eremeev
1974 ◽  
Vol 21 (1) ◽  
pp. 980-982
Author(s):  
L. P. Zalukaev ◽  
A. M. Meleshina ◽  
N. F. Strel'nikova ◽  
M. V. Kopytina ◽  
V. M. Savvinova

2008 ◽  
Vol 128 (10) ◽  
pp. 615-618 ◽  
Author(s):  
Takeshi Kitajima ◽  
Akihiro Kubota ◽  
Toshiki Nakano

1989 ◽  
Vol 54 (12) ◽  
pp. 3245-3252 ◽  
Author(s):  
Bernard Tinant ◽  
Janine Dupont-Fenfau ◽  
Jean-Paul Declercq ◽  
Jaroslav Podlaha ◽  
Otto Exner

Configuration on the C=N double bond of amidines and amidoximes is controlled by steric effects on the second nitrogen atom but there is a difference in the case of N’-monosubstituted derivatives: amidines prefer E configuration (conformation around the C-N bond sp) and amidoximes Z configuration (conformation ap). This was confirmed by the X-ray structures of two analogous model compounds N,N’-dimethyl-4-nitrobenzamidine (monoclinic, P21c, a = 10.855(3), b = 11.043(3), c = 8.593(3) Å, β = 105.69(2)°, V = 991.8(5) Å3, Z = 4, Dx = 1.29 g cm-3, CuKα, λ = 1.5418 Å, μ = 7.91 cm-1, F(000) = 408, T = 291 K, R = 0.065 for 1 265 observed reflections) and N’-methyl-4-nitrobenzamidoxime (monoclinic, P21/a, a = 6.699(2), b = 24.178(9), c = 6.075(2) Å, β = 106.20(3)°, V = 944.9(6) Å3, Z = 4, Dx = 1.37 g cm-3, CuKα, λ = 1.5418 Å, μ =9.22 cm-1, F(000) = 408, T = 291 K, R = 0.079 for 1 278 observed reflections).


Synlett ◽  
2020 ◽  
Author(s):  
Yoshihiro Ueda ◽  
Gong Chen ◽  
Kenta Arai ◽  
Kazuhiro Morisaki ◽  
Takeo Kawabata

AbstractA method for dirhodium-catalyzed C(sp3)–H amidation of N,N-dimethylanilines was developed. Chemoselective C(sp3)–H amidation of N-methyl group proceeded exclusively in the presence of C(sp2)–H bonds of the electron-rich aromatic ring. Site-selective C(sp3)–H amidation proceeded exclusively at the N-methyl group of N-methyl-N-alkylaniline derivatives with secondary, tertiary, and benzylic C(sp3)–H bonds α to a nitrogen atom.


2002 ◽  
Vol 43 (28) ◽  
pp. 4963-4968 ◽  
Author(s):  
Reynald Deléens ◽  
Arnaud Gautier ◽  
Serge R Piettre

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