Intramolecular N−H⋅⋅⋅F Hydrogen Bonding Interaction in a Series of 4-Anilino-5-Fluoroquinazolines: Experimental and Theoretical Characterization of Electronic and Conformational Effects,Chemistry - A European Journal

当前位置： X-MOL 学术 › Chem. Eur. J. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Intramolecular N−H⋅⋅⋅F Hydrogen Bonding Interaction in a Series of 4-Anilino-5-Fluoroquinazolines: Experimental and Theoretical Characterization of Electronic and Conformational Effects
Chemistry - A European Journal ( IF 3.9 ) Pub Date : 2021-11-12 , DOI: 10.1002/chem.202103135
Lorenz M Urner ₁ , Ga Young Lee ₁ , Joseph W Treacy ₁ , Aneta Turlik ₁ , Saeed I Khan ₁ , K N Houk ₁ , Michael E Jung ₁

Affiliation

Forced into proximity: The 4-anilino-5-fluoroquinazoline scaffold is introduced as a model system for the characterization of the weak NH⋅⋅⋅F hydrogen bonding interaction. A combination of experimental (NMR spectroscopy, X-ray crystallography) and theoretical (DFT with NBO, NCI) techniques, together with systematic structural variations, provides insights into the nature of this interaction. Selective modulation of the strength of the intramolecular NH⋅⋅⋅F interaction is demonstrated through electronic substituent effects.

中文翻译：

一系列 4-苯胺基-5-氟喹唑啉中的分子内 N−H⋅⋅⋅F 氢键相互作用：电子和构象效应的实验和理论表征

被迫接近：引入 4-苯胺基-5-氟喹唑啉支架作为模型系统，用于表征弱 NH⋅⋅⋅F 氢键相互作用。实验（核磁共振波谱、X 射线晶体学）和理论（NBO、NCI 的 DFT）技术的结合，以及系统的结构变化，提供了对这种相互作用本质的见解。通过电子取代基效应证明了分子内 NH⋅⋅⋅F 相互作用强度的选择性调节。

更新日期：2021-12-06

点击分享查看原文

点击收藏

阅读更多本刊新发论文