13C-13C spin-spin coupling constants in structural studies:: XXXIX.: Nonempirical calculations of heteroaromatic oximes

被引：4
作者：
Shcherbina, N. A.
Istomina, N. V.
Krivdin, L. B. [1 ]
Shmidt, E. Yu.
Mikhaleva, A. I.
Trofimov, B. A.
机构：
[1] Angarsk State Tech Acad, Angarsk, Russia
[2] Russian Acad Sci, Favorskii Irkutsk Inst Chem, Siberian Div, Irkutsk 664033, Russia
来源：
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2007年 / 43卷 / 06期
基金：
俄罗斯基础研究基金会;
关键词：
D O I：
10.1134/S1070428007060139
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The results of high-level nonempirical quantum-chemical calculations of C-13-C-13 coupling constants in twelve heteroaromatic ketone oximes are well consistent with the available experimental data. In all the examined compounds, the effect of the unshared electron pair on the oxime nitrogen atom on J(CC) strongly predominates over conformational and electronic effects, which makes it possible to unambiguously assign J(CC) values to different configurations.
引用
收藏
页码：872 / 879
页数：8
相关论文
共 38 条
[1]  
Abele E, 2005, KHIM GETEROTSIKL+, P163
[2]  
Abele E, 2004, KHIM GETEROTSIKL+, P3
[3]  
Abele E, 2003, KHIM GETEROTSIKL+, P963
[4]  
Abele E, 2003, KHIM GETEROTSIKL+, P5
[5]  
Abele E, 2001, KHIM GETEROTSIKL+, P156
[6]  
AGREN H, 2005, DALTON MOL ELECT STR
[7]   Stereoelectronic interactions in cyclohexane, 1,3-dioxane, 1,3-oxathiane, and 1,3-dithiane:: W-effect, σC-X ⇆ σ*C-H interactions, anomeric effect -: What is really important? [J].
Alabugin, IV .
JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (13) :3910-3919
[8]   Natural J coupling (NJC) analysis of the electron lone pair effect on NMR couplings:: Part 1.: The lone pair orientation effect of an α-nitrogen atom on 1J(C,C) couplings [J].
Barone, V ;
Peralta, JE ;
Contreras, RH ;
Sosnin, AV ;
Krivdin, LB .
MAGNETIC RESONANCE IN CHEMISTRY, 2001, 39 (10) :600-606
[9]   Manifestation of stereoelectronic effects on the calculated carbon-hydrogen bond lengths and one bond 1JC-H NMR coupling constants in cyclohexane, six-membered heterocycles, and cyclohexanone derivatives [J].
Cuevas, G ;
Juaristi, E .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (44) :13088-13096
[10]   Density functional calculation of 1JC-H coupling constants in cyclohexane and diheterocyclohexanes.: Repercussion of stereoelectronic effects on coupling constants [J].
Cuevas, G ;
Juaristi, E ;
Vela, A .
JOURNAL OF PHYSICAL CHEMISTRY A, 1999, 103 (07) :932-937
1234