Theoretical insight into the excited‐state behavior of a novel Compound 1: A TDDFT investigation

Yang, Dapeng; Yang, Guang; Jia, Min; Song, Xiaoyan; Zhang, Chenglong

doi:10.1002/poc.3828

Cited by 2 publications

(5 citation statements)

References 63 publications

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“…As is known, the potential photo‐induced molecular behaviors could be reflected via focusing on excitation process to a large extent 28–30 . Accordingly, herein, we mainly pay attention to probe into the vertical excitation behavior for ONIP‐O, ONIP‐S, and ONIP‐Se.…”

Section: Resultsmentioning

confidence: 99%

“…As is known, the potential photo-induced molecular behaviors could be reflected via focusing on excitation process to a large extent. [28][29][30] Accordingly, herein, we mainly pay attention to probe into the vertical excitation behavior for ONIP-O, ONIP-S, and ONIP-Se. As listed in Table 3, the basic information of photoexcitation of ONIP-O, ONIP-S, and ONIP-Se is provided in detail.…”

Section: Vertical Excitation and Molecular Orbital Analysesmentioning

confidence: 99%

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Insights into atomic‐electronegativity‐controlled excited state intramolecular proton transfer behavior for the novel oxazolonapthoimidazo[1,2‐a]‐pyridine (ONIP) compound: A time‐dependent density functional theory study

Liu

Zhao

et al. 2023

J of Physical Organic Chem

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In this work, we mainly focus on probing into the effects of atomic electronegativity on photo-induced hydrogen bond (i.e., O-HÁÁÁN) effects and excited state intramolecular proton transfer (ESIPT) processes for a novel fluorescent chemical probe ONIP derivatives (i.e., ONIP-O, ONIP-S, and ONIP-Se). First, insights into optimized structural geometries and related infrared vibrational spectra, we clarify that the hydrogen bond O-HÁÁÁN interaction could be strengthened via photoexcitation. Further, via predicting hydrogen bonding energy E HB , we quantificationally present that the S 1 -state hydrogen bonding strengthening behavior should be more distinct with lower atomic electronegativity. When it comes to vertical photo-induced excitation, the intramolecular charge transfer process happens and the charge redistribution plays roles in promoting ESIPT behavior. It is worth mentioning the energy gap between highest occupied molecular orbital and lowest unoccupied molecular orbital show that low atomic electronegativity should be more favorable to ESIPT process. Finally, based on the restricted optimization method, we construct the potential energy curves along with hydrogen bond wire for ONIP-O, ONIP-S, and ONIP-Se. By exploring the conformation of potential energy curves and potential energy barriers, we disclose the detailed atomic-electronegativity-controlled ESIPT dynamical behaviors for ONIP system.atomic electronegativity, charge redistribution, excited-state intramolecular proton transfer, hydrogen bond interaction, IR vibrational spectra | INTRODUCTIONConsidering that hydrogen bond effect plays the most important role in various branches of science, we cannot deny that hydrogen bond interaction has become an indispensable research topic in the field of science. [1][2][3] After decades of research and development, it is not difficult to find that many physical chemists and biologists have been able to basically clarify the hydrogen bonding in the ground state (S 0 ) through the continuous exploration of combining theory and experiment. Although it cannot be denied that hydrogen bond interactions get very complicated when they are excited via light, the changes in the interactions are often completely different from the

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Section: Resultsmentioning

confidence: 99%

Section: Vertical Excitation and Molecular Orbital Analysesmentioning

confidence: 99%

Insights into atomic‐electronegativity‐controlled excited state intramolecular proton transfer behavior for the novel oxazolonapthoimidazo[1,2‐a]‐pyridine (ONIP) compound: A time‐dependent density functional theory study

Liu

Zhao

et al. 2023

J of Physical Organic Chem

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“…Tautomerism in hydrazides is characterized by translocation of a proton from a donor (N―H) moiety to an acceptor moiety (C═O) with a pre‐established intramolecular hydrogen bond giving birth to a phototautomer phenomenon, commonly termed as excited state intramolecular proton transfer (ESIPT). Proton transfer is primly induced by the energy difference pertaining to locally excited state and the relaxed excited state, and the gradient spread over a potential energy surface (PES) connecting these two extremities governs the relative kinetics of the system . The keto ground state, a thermodynamically stable entity, upon photoexcitation achieves an excited keto* generally referred to as local excited state.…”

Section: Introductionmentioning

confidence: 99%

“…Finer tuning and precise control over the emission energies have opened up research in developing a single molecule that generates while light emission . Interestingly, solid‐state luminescent materials that are ESIPT active are highly challenging, and intricacies of the scientific mechanism of such occurrences remain a subject for discussion until today …”

Section: Introductionmentioning

confidence: 99%

“…The ESIPT properties of various functional small organic systems have attracted the research community for its extensive applications in the field of biological molecular probes, organic light‐emitting diodes, fluorescent sensors, and UV stabilizers . ESIPT materials are renowned potent luminescent systems that invariantly exhibit a large Stokes shift between their keto and enol emission, hindering self‐absorption of generated photons . Finer tuning and precise control over the emission energies have opened up research in developing a single molecule that generates while light emission .…”

Section: Introductionmentioning

confidence: 99%

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Exploring the possibilities of double proton transfer in hydrazides: A theoretical approach

Mohan

Satyanarayan

Trivedi

2019

J of Physical Organic Chem

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Hydrazides are known to exhibit keto‐enol tautomerism upon photoexcitation. Theoretical aspects uncovering excited state intramolecular proton transfer (ESIPT) of N‐acylsubstituted hydrazides with bithiophene core have been investigated. Geometrical aspects of the system are expected to undergo double proton translocation at its excited state. However, potential energy surface study for all the molecules reveals an impossible concurrent double proton translocation and to a greater extent dubious step‐wise double proton translocation in the system. Potential energy scans reveal molecules possessing a lower forward barrier at its excited state in comparison with their ground state suggestive of possible excited state single proton transfer. Geometrical attributes and spectral analysis suggest the strengthening of intramolecular hydrogen bond (N―H▪▪▪O) at its excited state, favoring single proton translocation. Theoretical estimation of electronic energy transition for all the conformers yields good correlation with the experimental figures with an energy overestimation <0.17 eV.

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Theoretical insight into the excited‐state behavior of a novel Compound 1: A TDDFT investigation

Cited by 2 publications

References 63 publications

Insights into atomic‐electronegativity‐controlled excited state intramolecular proton transfer behavior for the novel oxazolonapthoimidazo[1,2‐a]‐pyridine (ONIP) compound: A time‐dependent density functional theory study

Insights into atomic‐electronegativity‐controlled excited state intramolecular proton transfer behavior for the novel oxazolonapthoimidazo[1,2‐a]‐pyridine (ONIP) compound: A time‐dependent density functional theory study

Exploring the possibilities of double proton transfer in hydrazides: A theoretical approach

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