Department of Chemistry, School of Natural Sciences, Shiv Nadar University, Dadri, Uttar Pradesh 201314, India.
Chem Commun (Camb). 2020 May 4;56(36):4874-4877. doi: 10.1039/d0cc00943a. Epub 2020 Apr 7.
In recent years, some X-ray structural and computational evidence has emerged for noncovalent carbon bonding (C-bond). However, evidence of C-bonds in solution is limited. Herein, from the conformational analyses of strategically designed N-methyl-N,N'-diacylhydrazines, we for the first time show that C-bonds can be modulated to control the conformational preferences of small molecules in solution. We show that unusual N(amide)C-X noncovalent carbon bonding interactions stabilize the trans-cis (t-c) amide bond rotamers of N-methyl-N,N'-diacylhydrazines over the expected trans-trans (t-t) rotamers.
近年来，一些 X 射线结构和计算证据表明存在非共价碳键（C 键）。然而，在溶液中 C 键的证据有限。在此，通过对经过策略设计的 N-甲基-N,N'-二酰基酰肼的构象分析，我们首次表明 C 键可以被调节以控制小分子在溶液中的构象偏好。我们表明，不寻常的 N(酰胺)C-X 非共价碳键相互作用稳定了 N-甲基-N,N'-二酰基酰肼的反式-顺式（t-c）酰胺键旋转异构体，超过了预期的反式-反式（t-t）旋转异构体。
