C-13 NMR-SPECTRA OF SOME POLYCHLOROALKENES

C-13 NMR-SPECTRA OF SOME POLYCHLOROALKENES
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DOI：
10.1002/mrc.1270080502
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发表时间：
1976-01-01
期刊：
ORGANIC MAGNETIC RESONANCE
影响因子：
--
通讯作者：
FREIDLINA, RK
FREIDLINA, RK
中科院分区：
其他
文献类型：
--
作者：
CHUKOVSKAYA, EC;DOSTOVALOVA, VI;FREIDLINA, RK

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13 C n.m.r.已经测量了32种多氯烯烃的光谱，包括：（i）单取代化合物CH 2 <$CHCClnH2 −nX，其中<$X代表CH 2 H、CH 2Cl、烷基和三取代烯烃CCl 2 <$CHAlk，它们都不形成几何异构体;（ii）二取代化合物RCH <$CH ′;（iii）和（iv）三取代化合物RCCl <$CH ′和CHCl <$CClR。化合物（ii）至（iv）代表单独的异构体或Z和E形式的混合物。在化合物（ii）和（iii）的情况下，化学位移的顺序是δE> δ Z的p2-碳原子和δE< δ z的相邻四面体的。而化合物（iv）的β 2-碳原子信号则符合δE< δz的规律。讨论了乙烯基和烯丙基作为取代基对含氯基团13 C化学位移的影响。还考虑了p2-碳自旋-自旋耦合常数J（13 C <$1H）对分子中氯代取代基数目的依赖性。
13C n.m.r. spectra have been measured for thirty‐two polychloroalkenes including (i) monosubstituted compounds CH2CHCClnH2−nX, where X stands for H, Cl, alkyl, and trisubstituted alkenes CCl2CHAlk, none of which form geometric isomers; (ii) disubstituted compounds RCHCHR′; (iii) and (iv) trisubstituted compounds of the types RCClCHR′ and CHClCClR, respectively. Compounds (ii) to (iv) represent either individual isomers or mixtures of theZandEforms. In the case of compounds (ii) and (iii), the ordering of chemical shifts is δE> δZfor thesp2‐carbon atoms and δE< δzfor the adjacent tetrahedral ones. On the contrary, the signals of thesp2‐carbon atoms of compounds (iv) obey the rule δE< δz. The effect of vinyl and allyl groups as substituents on the13C chemical shifts of chlorine‐containing groups is discussed. The dependence of thesp2‐carbon spin–spin coupling constantsJ(13C1H) on the number of chlorinated substituents in the molecule is also considered.