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首页> 外文期刊>Spectrochimica acta, Part A. Molecular and biomolecular spectroscopy >Characterisation of the conformational and tautomeric properties of benzylamino derivatives of 1,4-diphenyl-2-butene-1,4-dione using NMR spectroscopy
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Characterisation of the conformational and tautomeric properties of benzylamino derivatives of 1,4-diphenyl-2-butene-1,4-dione using NMR spectroscopy

机译：NMR光谱法表征1,4-二苯基-2-丁烯-1,4-二酮的苄氨基衍生物的构象和互变异构性质

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摘要

The ~1H and ~(13)C NMR chemical shifts of substituted l,4-dephenyl-2-butene-l,4-diones indicate that these compounds in CDC1_3 solution exist mainly in the s-trans-s-trans (Z) keto (trans Z) configuration and that hydrogen bonding between the NH proton and the carbonyl group stabilize this conformer. However, in dmso-d_6 solution, both the s-trans-s-trans (Z) keto (trans Z) and s-trans-s-cis (Z) keto (cis Z) forms are present with the cis Z form dominating over the trans Z with a ratio of approximately 4:1. No enol form was detected for these compounds in these solutions. On this bases the presence of the cis keto (E) was eliminated because it is suggested that in going from the trans Z keto to the cis E keto form, an enol forms will be formed but this was not detected due to the fact that the rate constant of the trans to cis keto transformation is very fast.
机译：取代的1,4-去苯基-2-丁烯-1,4-二酮的〜1H和〜（13）C NMR化学位移表明，CDC1_3溶液中的这些化合物主要存在于s-trans-s-trans（Z）中酮（反Z）构型和NH质子与羰基之间的氢键稳定了该构象异构体。但是，在dmso-d_6解决方案中，同时存在s-trans-s-trans（Z）酮（trans Z）和s-trans-s-cis（Z）酮（cis Z）形式，其中cis Z形式占主导地位在反式Z上的比例约为4：1在这些溶液中未检测到这些化合物的烯醇形式。在此基础上，消除了顺式酮（E）的存在，因为这表明从反式Z酮转变为顺式E酮形式时，会形成烯醇形式，但由于反式到顺式酮转化的速率常数非常快。

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