H-1 AND C-13 STUDIES OF ALKENES, EPOXIDES AND CYCLIC THIONOCARBONATES

H-1 AND C-13 STUDIES OF ALKENES, EPOXIDES AND CYCLIC THIONOCARBONATES
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DOI:
10.1002/mrc.1270100105
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发表时间:
1977-01-01
期刊:
ORGANIC MAGNETIC RESONANCE
影响因子:
--
通讯作者:
DEROUANE, EG
DEROUANE, EG
中科院分区:
其他
文献类型:
--
作者:
HEVESI, L;NAGY, JB;DEROUANE, EG

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给出并讨论了许多二烷基和三烷基取代的烯烃、环氧化物和硫代碳酸酯的 1H 和 13C 化学位移数据。这些化合物的完全立体定向互变以及核磁共振。数据,可以进行简单且定量的立体化学分析。对于 1 H nmr.,最有用的中间体被证明是硫代碳酸酯。顺式和反式异构体之间的屏蔽差异初步用五元硫代碳酸酯环的构象变化来解释。在 13C nmr. 中,任一系列都可用于区分立体异构体。结论源自 13C nmr。结果补充了1H nmr。研究。
1H and13C chemical shift data are presented and discussed for a number of di‐ and tri‐alkyl substituted alkenes, epoxides and thionocarbonates. The completely stereospecific interconversion of these compounds, together with the n.m.r. data, allows a straightforward and quantitative stereochemical analysis. For1H n.m.r., the most useful intermediates proved to be the thionocarbonates. The differential shieldings betweencisandtransisomers are tentatively explained in terms of the conformational change of the 5‐membered thionocarbonate ring. In13C n.m.r., either series can be useful to distinguish between stereoisomers. The conclusions stemming from the13C n.m.r. results complement the1H n.m.r. studies.