C-13 NMR-STUDIES ON 3-ARYL-4-CYANOSYDNONES (II) - NMR-SPECTROSCOPY AND THE CHAIN-CONJUGATED STRUCTURE OF SYDNONES

被引:4
作者
WANG, SP [1 ]
KUO, CN [1 ]
MA, S [1 ]
YEH, MY [1 ]
机构
[1] NATL CHENG KUNG UNIV,DEPT CHEM,TAINAN 70101,TAIWAN
关键词
3-ARYL-4-CYANOSYDNONES; C-13; NMR; CHEMICAL SHIFT ANISOTROPY RELAXATION;
D O I
10.1080/00387019308011542
中图分类号
O433 [光谱学];
学科分类号
0703 ; 070302 ;
摘要
Carbon-13 NMR spectra of 3-aryl-4-cyanosydnones have been analyzed to serve as an electronic structure probe of sydnones. 2-Dimensional INADEQUATE experiments and spin-lattice relaxation time measurements were employed to ascertain exact assignments. Deshielding of the phenyl carbon para to the sydnone ring manifests that N(3) bears positive charge. The electronic-rich property of C(4) is confirmed by shift data of cyano carbons, which have been found by far the most shielded cyano carbons in nitrile-containing compounds yet reported. Shift variations of C(5) resulting from the substitution at C(4) and supplementary oxygen-17 chemical shift data provide evidence in favor of the chain-conjugated structure.
引用
收藏
页码:431 / 445
页数:15
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