Excited state properties and deactivation pathways of 7-aminocoumarins

Rechthaler, Karl; Köhler, Gabriele

doi:10.1016/0301-0104(94)80010-3

Cited by 211 publications

(262 citation statements)

References 48 publications

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“…25 By using the factor of f = ͑ S +2͒ / 3, the dipole moment both in the ground state and in the excited state, i.e., g and e are obtained in each solvent, As shown in Table II, however, the magnitude of the dipole moment thus estimated is not constant, though both values of g and e are quite close to the ones determined in other experimental and theoretical methods. 19,24,[26][27][28][29][30][31][32][33][34] Note that ⌬ = 7.1 D evaluated in the gas phase 24 is also close to our results. To understand the solvent dependence of the present values of g and e , it may be necessary to consider the solute-solvent interaction in the molecular level and to perform further study.…”

Section: A Electroabsorption Spectra Of C153supporting

confidence: 90%

Comparative study of electroabsorption spectra of polar and nonpolar organic molecules in solution and in a polymer film

Tayama

Iimori

Ohta

2009

The Journal of Chemical Physics

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Electroabsorption ͑EA͒ spectra of polar and nonpolar molecules of coumarin 153 ͑C153͒ and pyrene in solution and in a polymer film of polymethylmethacrylate ͑PMMA͒ have been measured in the UV-visible region at room temperature. The shape of the EA spectra of C153 in benzene, 1,4-dioxane, or monochlorobenzene remarkably depends on the angle between the polarization direction of the absorption light and the applied electric field, whereas the EA spectra of C153 doped in PMMA show only the Stark shift and the field-induced change in spectral shape is negligible. These results demonstrate that C153 is reoriented by application of electric fields in solution, but the molecules are immobilized in a PMMA film. Based on the EA spectra, electric dipole moments both in the ground state and in the excited state have been evaluated for C153 in different solvents. In the EA spectra of pyrene, only the Stark shift is observed both in solution and in PMMA, indicating that the field-induced molecular reorientation does not occur both in solution and in PMMA. The change in dipole moment of C153 as well as the change in molecular polarizability of pyrene following absorption is much larger in solution than that in PMMA.

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Section: A Electroabsorption Spectra Of C153supporting

confidence: 90%

Comparative study of electroabsorption spectra of polar and nonpolar organic molecules in solution and in a polymer film

Tayama

Iimori

Ohta

2009

The Journal of Chemical Physics

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“…[2- 6,16,[19][20][21][22][23][24][25][26][27] Extensive efforts have been devoted to develop electron donor-acceptor ensembles which can mimic charge-separation processes in photosynthesis.…”

Section: Introductionmentioning

confidence: 99%

Photoinduced Electron Transfer in Photorobust Coumarins Linked with Electron Donors Affording Long Lifetimes of Triplet Charge‐Separated States

et al. 2010

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Electron donor (D) substituted 3-ethoxycarbonylcoumarin (CM) derivatives [D-CM: D = 4-diphenylaminophenyl (DPA), 4-diethylaminophenyl (DEA), 4-dimethylaminophenyl (DMA), and 2-methyl-4-dimethylaminophenyl (MeDMA)] are synthesized and characterized. Photoinduced electron transfer (ET) from the D moiety to the acceptor (CM) and back electron transfer (BET) are investigated by femtosecond and nanosecond laser flash photolysis measurements. Femtosecond laser excitation at 355 nm of a deaerated acetonitrile (MeCN) solution of D-CM shows generation of the singlet charge-separated (CS) state [(1)(D(.+)-CM(.-))] by ET from D to the singlet excited state of the CM moiety ((1)CM*), and this is followed by rapid decay within 3 ns to afford the triplet excited state (D-(3)CM*). Nanosecond laser excitation of a deaerated MeCN solution of D-CM results in formation of the triplet CS state by ET from D to (3)CM*. The quantum yield of formation of the triplet CS state [(3)(DPA(.+)-CM(.-))] in the presence of iodobenzene (PhI) in deaerated MeCN increases with increasing concentration of PhI to reach 27 % at 0.5 M PhI. The triplet CS state decays by bimolecular BET because of the long CS lifetime by unimolecular BET. Formation of the long-lived triplet CS state was confirmed by electron spin resonance (ESR) measurements. The photorobust nature of DPA-CM is demonstrated by multiple laser pulse excitation (>1000 times) at 355 nm. The photoinduced ET and BET rate constants of a series of D-CM are thoroughly analyzed in light of the Marcus theory of electron transfer.

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“…Several experimental studies using time-resolved emission methods, such as fluorescence spectroscopy [6][7][8][9][10][11][12][13] or UV photoelectron spectroscopy 14 , have permitted to measure and resolve in time the emission redshift for solvents of different polarity. In particular, Gustavsson and coworkers have given a description of the fluorescence spectra on the femtosecond time scale 8 .…”

Section: Introductionmentioning

confidence: 99%

A hybrid TDDFT/MM investigation of the optical properties of aminocoumarins in water and acetonitrile solution

Sulpizi

Carloni

Hutter

et al. 2003

Phys. Chem. Chem. Phys.

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A hybrid TDDFT/MM investigation of the optical properties of aminocoumarins in water and acetonitrile solution Sulpizi, M; Carloni, P; Hutter, J; Röthlisberger, U AbstractWe present a hybrid Time-Dependent Density Functional /Molecular Mechanics (TDDFT/MM) simulation study on the optical properties of aminocoumarins in gas phase and solution. As solvation is described through a molecular approach, the effects due to the inhomogeneities of the electric field of the solvent molecules are fully included. We focus on the ground state and first excited singlet state properties of C151, C35 and C153, three aminocoumarins for which a homogeneous set of experimental data is available.Our approach is able to give quantitative information on the redshifts in water and acetonitrile, two solvents which show different H-bonding properties. In addition, it is able to quantify the effects of chemical substituents, such as the spectral redshift due to the increased alkylation at the amino position.

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Excited state properties and deactivation pathways of 7-aminocoumarins

Cited by 211 publications

References 48 publications

Comparative study of electroabsorption spectra of polar and nonpolar organic molecules in solution and in a polymer film

Comparative study of electroabsorption spectra of polar and nonpolar organic molecules in solution and in a polymer film

Photoinduced Electron Transfer in Photorobust Coumarins Linked with Electron Donors Affording Long Lifetimes of Triplet Charge‐Separated States

A hybrid TDDFT/MM investigation of the optical properties of aminocoumarins in water and acetonitrile solution

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