Atropisomeric properties of 5N-benzoyl-1,5-benzodiazepin-2-one with two Ar−N(CO) axes moving like gears were investigated. The rotational barrier (ΔG^≠) of the axes was strongly influenced by the electronic effect of the p-substituent on benzoyl, and the electron-withdrawing group (EWG) increased the stability of the axes. The ΔG^≠ values were linearly correlated with the electronic effect (the Hammett σ constants) of functional groups.

中文翻译：

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5N-苯甲酰-1,5-苯二氮卓-2-酮的阻转异构性质：取代基对绕 Ar−N(CO) 轴旋转的影响


研究了具有两个像齿轮一样移动的 Ar−N(CO) 轴的 5N-苯甲酰基-1,5-苯二氮卓-2-酮的阻转异构性质。轴的旋转势垒(ΔG ^≠ )受到苯甲酰基上p-取代基的电子效应的强烈影响，吸电子基团(EWG)增加了轴的稳定性。 ΔG ^≠ 值与官能团的电子效应（Hammett σ 常数）线性相关。