A simple and efficient synthesis and dynamic NMR studies of some new podands of dithiocarbamates formed from bis(naphthyl) derivatives
A simple and efficient synthesis and dynamic NMR studies of some new podands of dithiocarbamates formed from bis(naphthyl) derivatives
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双(萘基)衍生物形成的一些新的二硫代氨基甲酸酯的简单有效的合成和动态核磁共振研究
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发表时间：
2011
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通讯作者：
R. Jafari
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作者：
A. Shockravi;M. Kamali;Farhad Sorkhei;R. Jafari
二硫代氨基甲酸盐（IVa-c）与二（萘氯乙酸酯）（IIa，B）和二（萘乙氧基溴）（IIc）在二甲基甲酰胺（DMF）中反应，以高至优异的产率得到相应的荚状配体Va-i。双萘（Ia，B）与氯乙酰氯和1，2-二溴乙烷反应，得到三个反应配体（IIa，B）和（IIc）。讨论了三个系列豆荚化合物（Va − c，Vd−f和Vg − i）的动态NMR谱数据，计算了它们在聚结温度下的活化自由能（Δ GC_（？）这些荚状配体的Δ GC峰在14.5-18.3 kcal mol−1范围内归因于硫代酰胺CN键的旋转和共振效应引起的构象异构化。© 2011 Wiley Periodicals，Inc. Heteroatom Chem 22：659-668，2011;在wileyonlinelibrary.com在线查看这篇文章。DOI 10.1002/hc.20730
The reaction of dithiocarbamate salts (IVa − c) with bis(naphthalene chloroacetates) (IIa,b) and bis(naphthalene ethoxybromide) (IIc) in dimethylformamide (DMF) furnished corresponding podands as Va − i in high to excellent yields. Three reacting ligands, (IIa,b) and (IIc), were obtained in the reaction of bis(naphthalene) (Ia,b) with chloroacetylchloride and 1,2-dibromoethane. Dynamic NMR spectroscopic data of three series of podands (Va − c, Vd−f, and Vg − i) are discussed, and their free energy of activation (Δ GC≠) at coalescence temperatures are figured out. The Δ GC≠ s of these podands were attributed to conformational isomerization in the range of 14.5–18.3 kcal mol−1 due to rotation and resonance effects about thioamide CN bond. © 2011 Wiley Periodicals, Inc. Heteroatom Chem 22:659–668, 2011; View this article online at wileyonlinelibrary.com. DOI 10.1002/hc.20730