Rotational Spectroscopy Meets Quantum Chemistry for Analyzing Substituent Effects on Non-Covalent Interactions: The Case of the Trifluoroacetophenone-Water Complex.

IF 5.4 3区材料科学 Q2 CHEMISTRY, PHYSICAL

ACS Applied Energy Materials Pub Date : 2020-10-23 DOI:10.3390/molecules25214899

Juncheng Lei, Silvia Alessandrini, Junhua Chen, Yang Zheng, Lorenzo Spada, Qian Gou, Cristina Puzzarini, Vincenzo Barone

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Abstract

The most stable isomer of the 1:1 complex formed by 2,2,2-trifluoroacetophenone and water has been characterized by combining rotational spectroscopy in supersonic expansion and state-of-the-art quantum-chemical computations. In the observed isomer, water plays the double role of proton donor and acceptor, thus forming a seven-membered ring with 2,2,2-trifluoroacetophenone. Accurate intermolecular parameters featuring one classical O-H···O hydrogen bond and one weak C-H···O hydrogen bond have been determined by means of a semi-experimental approach for equilibrium structure. Furthermore, insights on the nature of the established non-covalent interactions have been unveiled by means of different bond analyses. The comparison with the analogous complex formed by acetophenone with water points out the remarkable role played by fluorine atoms in tuning non-covalent interactions.

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旋转光谱与量子化学相结合，分析取代基对非共价相互作用的影响：三氟苯乙酮-水络合物案例。

通过结合超音速膨胀中的旋转光谱和最先进的量子化学计算，我们确定了由 2,2,2-三氟苯乙酮和水形成的 1:1 复合物中最稳定的异构体的特征。在观察到的异构体中，水扮演了质子供体和受体的双重角色，从而与 2,2,2-三氟苯乙酮形成了一个七元环。通过半实验方法确定了分子间的精确参数，其中包括一个经典的 O-H-O 氢键和一个弱的 C-H-O 氢键的平衡结构。此外，还通过不同的键分析揭示了已建立的非共价相互作用的性质。通过与苯乙酮与水形成的类似复合物进行比较，我们发现氟原子在调整非共价相互作用方面发挥了重要作用。

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来源期刊

ACS Applied Energy Materials Materials Science-Materials Chemistry

CiteScore

10.30

自引率

6.20%

发文量

1368

期刊介绍： ACS Applied Energy Materials is an interdisciplinary journal publishing original research covering all aspects of materials, engineering, chemistry, physics and biology relevant to energy conversion and storage. The journal is devoted to reports of new and original experimental and theoretical research of an applied nature that integrate knowledge in the areas of materials, engineering, physics, bioscience, and chemistry into important energy applications.