通过旋转光谱学和量子化学计算揭示二氟尼柳的异构体。

IF 4.3 2区化学 Q1 SPECTROSCOPY

Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy Pub Date : 2024-10-24 DOI:10.1016/j.saa.2024.125336

Andrés Verde , Susana Blanco , Juan Carlos López , Francisco Gámez

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引用次数: 0

摘要

通过高分辨率啁啾脉冲旋转光谱法，在超音速膨胀过程中分离出了激光照射二氟尼柳最稳定的构象，并对其进行了实验检测。通过最先进的化学计算，我们了解了在总共十六种理论预测构象中，所检测到的构象及其异构体具有很强稳定性的本质，并证实了羟基氢原子与羧酸基团的羰基氧原子之间存在共振辅助氢键（RAHB）。将这项工作的实验数据与文献中有关凝聚相中分子的信息进行比较，证实了这两种异构体的存在，并将其与二氟尼柳与相关蛋白质的络合排列联系起来。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Atropisomerism of diflunisal unveiled by rotational spectroscopy and quantum chemical calculations

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Atropisomerism of diflunisal unveiled by rotational spectroscopy and quantum chemical calculations

The most stable conformer of laser-ablated diflunisal has been isolated in a supersonic expansion and experimentally detected through high-resolution chirped-pulse rotational spectroscopy. State-of-the-art chemical calculations allowed to understand the nature of the strong stabilization of the detected conformer and its atropisomer among a total of sixteen theoretically predicted conformers and confirmed the presence of a resonance assisted hydrogen bond (RAHB) between the hydroxyl hydrogen atom and the carbonyl oxygen atom of the carboxylic acid group. The comparison of the experimental data from this work and the information found in the literature about the molecule in condensed phases corroborates the existence of these two atropisomers and is contextualized within the complexation arrangement of diflunisal with relevant proteins.

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来源期刊

Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 物理-光谱学

CiteScore

8.40

自引率

11.40%

发文量

1364

审稿时长

40 days

期刊介绍： Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy (SAA) is an interdisciplinary journal which spans from basic to applied aspects of optical spectroscopy in chemistry, medicine, biology, and materials science. The journal publishes original scientific papers that feature high-quality spectroscopic data and analysis. From the broad range of optical spectroscopies, the emphasis is on electronic, vibrational or rotational spectra of molecules, rather than on spectroscopy based on magnetic moments. Criteria for publication in SAA are novelty, uniqueness, and outstanding quality. Routine applications of spectroscopic techniques and computational methods are not appropriate. Topics of particular interest of Spectrochimica Acta Part A include, but are not limited to: Spectroscopy and dynamics of bioanalytical, biomedical, environmental, and atmospheric sciences, Novel experimental techniques or instrumentation for molecular spectroscopy, Novel theoretical and computational methods, Novel applications in photochemistry and photobiology, Novel interpretational approaches as well as advances in data analysis based on electronic or vibrational spectroscopy.