C-13 NMR AND H-1 LANTHANIDE INDUCED SHIFTS OF NATURALLY-OCCURRING ALKAMIDES WITH CYCLIC AMIDE MOIETIES - AMIDES FROM ACHILLEA-FALCATA
C-13 NMR AND H-1 LANTHANIDE INDUCED SHIFTS OF NATURALLY-OCCURRING ALKAMIDES WITH CYCLIC AMIDE MOIETIES - AMIDES FROM ACHILLEA-FALCATA
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DOI：
10.1016/s0040-4020(01)90557-5
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发表时间：
1986-01-01
期刊：
影响因子：
2.1
通讯作者：
WERNER, A
中科院分区：
文献类型：
--
作者：
HOFER, O;GREGER, H;WERNER, A
本文报道了12个烷酰胺类化合物的~（13）C NMR谱，特别是哌啶类化合物的~（13）C NMR谱。这些结果是基于一系列光谱内的系统比较和选择性13 C-（1H）去耦实验。由于α、β的动态行为，贝塔不饱和的5-和6-环酰胺，环胺部分的一些碳原子和酸残基产生相当宽的信号。的酰胺键的构象和酸链的几何形状的互补信息，通过1H-镧系元素诱导的位移（LIS）。对镰叶芹根的再研究，除了已知的烯属C10-碳酸酰胺外，还得到了该系列的另一种新衍生物，2 E，4 E，8 Z-十碳-2，4，8-三烯酸哌啶，以及三种已知的炔属C11-碳酸酰胺，它们都衍生自2 E，4 E-十一碳-2，4-二烯-8，10-二炔酸。
The 13C NMR spectra of 12 alkamides, especially of piperidides and piperideides isolated from different Achillea species were recorded. Assignments were based on systematic comparisons within the series of spectra and on selective 13C-(1H) decoupling experiments. Due to the dynamic behavior of .alpha.,.beta.-unsaturated 5- and 6-ring amides some carbon atoms of the cyclic amine moiety and the acid rest give rise to rather broad signals. Complementary information on the conformation of the amide bond and the geometry of the acid chain was obtained by means of 1H-lanthanide induced shifts (LIS). A re-investigation of the roots of Achillea falcata afforded in addition to known olefinic C10-carbonic acid amides a further new derivative of that series, 2E,4E,8Z-deca-2,4,8-trienoic acid piperideide, together with three known acetylenic C11-carbonic acid amidea, all derived from 2E,4E-undeca-2,4-diene-8,10-diynoic acid.