Solvent effects on the absorption and fluorescence spectra of Zaleplon: Determination of ground and excited state dipole moments

Divac, Vera M.; Šakić, Davor; Weitner, Tin; Gabričević, Mario

doi:10.1016/j.saa.2019.01.023

Cited by 32 publications

(13 citation statements)

References 34 publications

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“…With the substituents changing from a donating group 2a ( t -Bu), 2b (OMe) to a withdrawing group 2c (CHO), the absorption peaks are bathochromically shifted from 317 to 334 nm. In contrast, the compound 2d (CF 3 ) with six of the strongest acceptor −CF 3 groups is blue-shifted ∼3 nm compared with that of 2a , probably due to the effect of the dipole moment. , …”

Section: Resultsmentioning

confidence: 92%

“…In contrast, the compound 2d (CF 3 ) with six of the strongest acceptor −CF 3 groups is blueshifted ∼3 nm compared with that of 2a, probably due to the effect of the dipole moment. 31,32 Upon excitation, all compounds emitted deep blue fluorescence both in solution and in the solid state. As shown in Figure 2B, the photoluminescence (PL) spectra of compound 2 illustrated a structureless emission band in the range of 438− 458 nm in CH 2 Cl 2 solution with the order 2d < 2a < 2b < 2c, due to the electronic effect of the terminal group.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

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An Air-Stable Organic Radical from a Controllable Photoinduced Domino Reaction of a Hexa-aryl Substituted Anthracene

et al. 2021

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Air-stable organic radicals and radical ions have attracted great attention for their far-reaching application ranging from bioimaging to organic electronics. However, because of the highly reactive nature of organic radicals, the design and synthesis of air-stable organic radicals still remains a challenge. Herein, an air-stable organic radical from a controllable photoinduced domino reaction of a hexa-aryl substituted anthracene is described. The domino reaction involves a photoinduced [4 + 2] cycloaddition reaction, rearrangement, photolysis, and an elimination reaction; 1H/13C NMR spectroscopy, high resolution mass spectrometry, single-crystal X-ray diffraction, and EPR spectroscopy were exploited for characterization. Furthermore, a photoinduced domino reaction mechanism is proposed according to the experimental and theoretical studies. In addition, the effects of employing push and pull electronic groups on the controllable photoinduced domino reaction were investigated. This article not only offers a new blue emitter and novel air-stable organic radical compound for potential application in organic semiconductor applications, but also provides a perspective for understanding the fundamentals of the reaction mechanism on going from anthracene to semiquinone in such anthracene systems.

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Section: Resultsmentioning

confidence: 92%

Section: ■ Results and Discussionmentioning

confidence: 99%

An Air-Stable Organic Radical from a Controllable Photoinduced Domino Reaction of a Hexa-aryl Substituted Anthracene

et al. 2021

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“…These models (including the Lippert-Mataga one) are so crude that often experimental data can be fit equally well to any one of them. [565][566][567][568][569][570][571] More important is the basic molecular physics that underlies this approach. Comparison to the model of a dipole in a spherical cavity [Equation (2.18)] shows that the physical content of Equation (5.4) is to take the difference dipole moment Δμ and solvate it using permittivity ε ∞ rather than ε s .…”

Section: Conceptual Overviewmentioning

confidence: 99%

“…In fact, a variety of alternative formulas for this purpose have been suggested, 556–564 along the lines of Equation () but differing somewhat in their treatment of excited‐state polarization, which leads to differences in the form of the “solvent polarity function” F ( ε s , ε ∞ ). These models (including the Lippert‐Mataga one) are so crude that often experimental data can be fit equally well to any one of them 565–571 . More important is the basic molecular physics that underlies this approach.…”

Section: Nonequilibrium Solvationmentioning

confidence: 99%

Dielectric continuum methods for quantum chemistry

Herbert

2021

WIREs Comput Mol Sci

137

195

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This review describes the theory and implementation of implicit solvation models based on continuum electrostatics. Within quantum chemistry this formalism is sometimes synonymous with the polarizable continuum model, a particular boundary‐element approach to the problem defined by the Poisson or Poisson–Boltzmann equation, but that moniker belies the diversity of available methods. This work reviews the current state‐of‐the art, with emphasis on theory and methods rather than applications. The basics of continuum electrostatics are described, including the nonequilibrium polarization response upon excitation or ionization of the solute. Nonelectrostatic interactions, which must be included in the model in order to obtain accurate solvation energies, are also described. Numerical techniques for implementing the equations are discussed, including linear‐scaling algorithms that can be used in classical or mixed quantum/classical biomolecular electrostatics calculations. Anisotropic models that can describe interfacial solvation are briefly described. This article is categorized under: Electronic Structure Theory > Ab Initio Electronic Structure Methods Molecular and Statistical Mechanics > Free Energy Methods

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“…These models (including the Lippert-Mataga one) are so crude that often experimental data can be fit equally well to any one of them. [411][412][413][414][415][416][417] More important is the basic molecular physics that underlies this approach.…”

Section: Conceptual Overviewmentioning

confidence: 99%

Dielectric continuum methods for quantum chemistry

Herbert

2022

Preprint

View full text Add to dashboard Cite

This review describes the theory and implementation of implicit solvation models based on continuum electrostatics. Within quantum chemistry this formalism is sometimes synonymous with the polarizable continuum model, a particular boundary-element approach to the problem defined by the Poisson or Poisson-Boltzmann equation, but that moniker belies the diversity of available methods. This work reviews the current state-of-the art, with emphasis on theory and methods rather than applications. The basics of continuum electrostatics are described, including the nonequilibrium polarization response upon excitation or ionization of the solute. Nonelectrostatic interactions, which must be included in the model in order to obtain accurate solvation energies, are described as well. Numerical techniques for implementing the equations are discussed, including linear-scaling algorithms that can be used in classical or mixed quantum/classical biomolecular electrostatics calculations. Anisotropic models that can describe interfacial solvation are briefly described.

show abstract

Solvent effects on the absorption and fluorescence spectra of Zaleplon: Determination of ground and excited state dipole moments

Cited by 32 publications

References 34 publications

An Air-Stable Organic Radical from a Controllable Photoinduced Domino Reaction of a Hexa-aryl Substituted Anthracene

An Air-Stable Organic Radical from a Controllable Photoinduced Domino Reaction of a Hexa-aryl Substituted Anthracene

Dielectric continuum methods for quantum chemistry

Dielectric continuum methods for quantum chemistry

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