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首页> 外文期刊>Zeitschrift fur Naturforschung, B. A Journal of Chemical Sciences >EPR studies on carboxylic esters, 23 [1]. Preparation of new dialkyl azulenedicarboxylates and EPR-spectroscopic study of their radical anions
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EPR studies on carboxylic esters, 23 [1]. Preparation of new dialkyl azulenedicarboxylates and EPR-spectroscopic study of their radical anions

机译：EPR对羧酸酯的研究，23 [1]。新型二烷基天青烯二羧酸酯的制备及其自由基阴离子的EPR光谱研究

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摘要

Selected dialkyl azulenedicarboxylates were prepared by carbo-bromination of alkyl azulenemono-carboxylates and subsequent alcoholysis or by alkoxycarbonylcarbene insertion of ethyl indane-2-carboxylate. The electrochemical behavior of the diesters was studied by means of differential pulse polarography and cyclovoltammetry. In-situ electroreduction of the azulenedicarboxylic esters led to the corresponding radical anions, the EPR spectra of which were recorded. For certain radical anions a rearrangement under migration of the functional group from the 5- into the 6-position was observed. The spin density distribution in these non-alternant pi-electron systems as determined from the proton hyper-fine structure (hfs) coupling constants was compared with the results of MO calculations and discussed with respect to the influence of substituents.
机译：通过烷基氮杂单羧酸烷基酯的碳溴化和随后的醇解或通过茚满-2-羧酸乙酯的烷氧基羰基卡宾的插入制备选定的二烷基金刚烷基二羧酸酯。通过差分脉冲极谱法和循环伏安法研究了二酯的电化学行为。天青烯二羧酸酯的原位电还原产生相应的自由基阴离子，记录其EPR光谱。对于某些自由基阴离子，观察到官能团从5-位迁移到6-位下的重排。由质子超细结构（hfs）耦合常数确定的这些非交替pi电子系统中的自旋密度分布与MO计算的结果进行了比较，并就取代基的影响进行了讨论。

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