Quantum Mechanical Studies of Intensity in Electronic Spectra of Fluorescein Dianion and Monoanion Forms

Tamulis, Arvydas; Tamulienė, Jelena; Balevicius, M. L.; Rinkevičius, Žilvinas; Tamulis, V.

doi:10.1023/b:stuc.0000007575.53499.d0

Cited by 21 publications

(17 citation statements)

References 6 publications

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“…6). The f1 angle deviates form orthogonality in 18.5 (Table 5), which result agrees with Tamulis and co-workers [20]. This weak interaction tends to lead to a cyclic structure e a lactone bond, as observed in the NEL conformation.…”

Section: Theoretical Data and Pka Analysissupporting

confidence: 88%

“…The geometric parameters of the protolytic species of FSC calculated by DFT tend to furnish a comprehensive picture of the experimental behavior [13,14,20,51,57]. Table 5 shows the values of two important dihedral angles: all stable protolytic structures have a dihedral angle between the benzene and the xanthene rings, f1, of approximately 90 , indicating that these two rings are orthogonal.…”

Section: Theoretical Data and Pka Analysismentioning

confidence: 99%

“…An important contribution was that of Tamulis et al [20] who used Time-Dependent Density Functional Theory (TD-DFT) and suggested that the increased fluorescence of F 2À was attributable to its extensive molecular symmetry. Protonation decreases molecular symmetry and increases the number of allowed electronic states for the monoanion (only MAC was considered), favoring the non-radiative deactivation of the excited state.…”

Section: Introductionmentioning

confidence: 99%

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Protolytic fluorescein species evaluated using chemometry and DFT studies

et al. 2010

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Section: Theoretical Data and Pka Analysissupporting

confidence: 88%

Section: Theoretical Data and Pka Analysismentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Protolytic fluorescein species evaluated using chemometry and DFT studies

et al. 2010

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“…However, these have been reported rarely and the previous studies were mainly focused on the design, synthesis, and application of fluorescein derivatives. As far as we know, only a few theoretical studies [19][20][21][22][23] have been carried out on fluorescein derivatives. Importantly, the excited state geometries of fluorescein derivatives has not been obtained and the PeT mechanism has not been demonstrated theoretically.…”

Section: Introductionmentioning

confidence: 99%

The invalidity of the photo-induced electron transfer mechanism for fluorescein derivatives

Zhou

Liu

Yang

et al. 2012

Phys. Chem. Chem. Phys.

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The ground and excited state geometries, the excitation and emission energies for a series of fluorescein derivatives in aqueous solutions have been investigated using time-dependent density functional theory (TD-DFT) with B3LYP and a long-range corrected CAM-B3LYP functional. The RI-CC2 method was employed to confirm the CAM-B3LYP results. As far as we know, the excited state geometries for a series of fluorescein derivatives were optimized for the first time, and the conformational changes upon photoexcitation were discussed. Importantly, the previous proposed photo induced electron transfer (PeT) mechanism for dictating the fluorescence quantum yield (F fl ) of fluorescein derivatives was not fully supported by our calculations. Internal conversion may still be the most likely mechanism for dictating the F fl of fluorescein derivatives, which indicates a need for further experimental and theoretical studies on the excited state dynamics of fluorescein derivatives.

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“…14, ends with a paper by Tamulis et al [125] regarding the mono and dianions of fluorescein. We recognize fluorescein to be a hydroxylated, carboxyphenylated derivative of (2H)-xanthene-2-one and so thermochemical questions abound.…”

Section: Issuementioning

confidence: 93%