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首页> 外文期刊>The journal of physical chemistry, A. Molecules, spectroscopy, kinetics, environment, & general theory >Imine-Amine Tautomerism vs Keto-Enol Tautomerism: Acceptor Basicity Dominates Over Acceptor Electronegativity in the ESIPT Process through a Six-Membered Intramolecular H-Bonded Network
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Imine-Amine Tautomerism vs Keto-Enol Tautomerism: Acceptor Basicity Dominates Over Acceptor Electronegativity in the ESIPT Process through a Six-Membered Intramolecular H-Bonded Network

机译：亚丁胺互变异构体与Keto-enol Tautomerism：受体碱度通过六元分子内的H键合网络占据ESIPT过程中的受体电负性占主导地位

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摘要

Photophysical properties of a synthesized asymmetric two-way proton transfer molecule 3-(benzo[d]thiazol-2-yl)-2-hydroxy-5-methoxybenzaldehyde (BTHMB) were studied in detail. BTHMB could undergo excited-state intramolecular proton transfer (ESIPT) involving a 6-membered H-bonded network toward either the N or the O atom present in the molecule as proton acceptors. From tedious spectroscopic dissection, however, it was established that ESIPT was driven exclusively toward the N center over the O center in the solid state as well as in the solution phase. The aforementioned deduction was based on spectral comparison with judicially designed molecules 2-hydroxy-Smethoxybenzaldehyde (HMB) and 2-(benzo[d]thiazol-2-yl)4-methoxyphenol (BTMP). In solution, the coexistence of the anionic and neutral forms of BTHMB in basic solvents dimethylsulfoxide (DMSO) and dimethylformamide (DMF) enables BTHMB to behave as a white light emitter. Thus, apart from establishment of directionality of ESIPT in double ESIPT probes, the current work deserves special merit as BTHMB can be considered as a standard in future designs involving red light and solvent-specific white light emitters.
机译：详细研究了合成的不对称双向质子转移分子3-（苯并[D]噻唑-2-基甲氧基苯甲醛（BTHMB）的光物理性质。 BTHMB可以经历兴奋状态的分子内质子转移（ESIPT），涉及6元H键合网络，朝向分子中存在的N或O原子作为质子受体。然而，从繁琐的光谱分析中，建立了ESIPT在固态的O中心朝向N中心朝向N中心驱动，以及在溶液阶段。上述扣除基于与司法设计的分子2-羟基乙氧基苯并甲醛（HMB）和2-（苯并[D]噻唑-2-基）4-甲氧基苯酚（BTMP）的光谱比较。在溶液中，B基本溶剂中的阴离子和中性形式的BTHMB的共存，二甲基磺酰氧化物（DMSO）和二甲基甲酰胺（DMF）使BTHMB能够成为白光发射器。因此，除了在双埃斯凯特方形方向性方向性方面的方向性之外，目前的工作应该应在未来设计中被视为涉及红光和溶剂特异性白光发射器的未来设计的标准。

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