Photophysical and electron transfer studies of a few 2,6-dimethyl-4-(alkylphenyl)pyrylium and thiopyrylium derivatives

Manoj, N.; Kumar, Rachana; Gopidas, Karical R.

doi:10.1016/s1010-6030(97)00112-3

Cited by 21 publications

(17 citation statements)

References 39 publications

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“…The fundamental factors that impact the measured cage-escape yields in this study are unknown. In fact, the factors that impact cage-escape yields are poorly understood in all of photochemistry, with electron spin being the only factor that has clearly been shown to have an impact. ,− Indeed, the high φ CE values in CH 2 Cl 2 with an iron photocatalyst is surprising and rare. Furthermore, literature reports have shown a lower φ CE in CH 2 Cl 2 compared to CH 3 CN or DMF for other photocatalysts. , …”

Section: Results and Discussionmentioning

confidence: 99%

Accessing Photoredox Transformations with an Iron(III) Photosensitizer and Green Light

et al. 2021

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Efficient excited-state electron transfer between an iron(III) photosensitizer and organic electron donors was realized with green light irradiation. This advance was enabled by the use of the previously reported iron photosensitizer, [Fe(phtmeimb)2]+ (phtmeimb = {phenyl[tris(3-methyl-imidazolin-2-ylidene)]borate}, that exhibited long-lived and luminescent ligand-to-metal charge-transfer (LMCT) excited states. A benchmark dehalogenation reaction was investigated with yields that exceed 90% and an enhanced stability relative to the prototypical photosensitizer [Ru(bpy)3]2+. The initial catalytic step is electron transfer from an amine to the photoexcited iron sensitizer, which is shown to occur with a large cage-escape yield. For LMCT excited states, this reductive electron transfer is vectorial and may be a general advantage of Fe(III) photosensitizers. In-depth time-resolved spectroscopic methods, including transient absorption characterization from the ultraviolet to the infrared regions, provided a quantitative description of the catalytic mechanism with associated rate constants and yields.

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Section: Results and Discussionmentioning

confidence: 99%

Accessing Photoredox Transformations with an Iron(III) Photosensitizer and Green Light

et al. 2021

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“…Biphenyl is a nonpolar organic molecule and is likely to stay in the inner hydrocarbon core of the micelle. It easily forms stable BP +• radical by donation of an electron to the photoexcited pyrylium ion . The BP +• radical has an absorption peak at 680 nm, which does not overlap with any triplet or radical absorption due to pyryliums.…”

Section: Introductionmentioning

confidence: 99%

Magnetic Field Control of the Back-Electron-Transfer Process Following Photoinduced Electron Transfer (PIET) in Biphenyl/Phenylpyrylium Salts in SDS Micellar Medium

et al. 2002

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Magnetic field effect (MFE) on the radical pairs (RPs) generated by the photoexcitation of the phenyl pyrylium ion (PP+) in the presence of the electron donor biphenyl has been investigated. A large effect was observed particularly for the BP/PP+ (I) case; the escape yield at 5 T was more than 20 times the zero-field value at a long time delay. The low-field variation of MFE conforms to the pattern expected for the isotropic HFC (hyperfine coupling) mechanism, and the high-field variation conforms to that expected for the relaxation mechanism. The addition of salt causes saturation at a slightly lower field, presumably because of a change in the rotational correlation time (local motion) of PP• at the micellar surface. Introduction of a methyl group in the acceptor reduces the MFE considerably the reason for which is not immediately clear.

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“…In the literature, both experimental and theoretical studies have been performed on the absorption spectra of a series of 2,6-dimethyl-4-arylpyrylium salts, and the changes in absorption of these pyrylium salts were explained using the x,y -band notation developed by Balaban and co-workers. Another experimental and theoretical results shows that the counterion might affect the optical properties of pyryliums .…”

Section: Resultsmentioning

confidence: 99%

Computational Study on a HS^– Sensing Reaction Utilizing a Pyrylium Derivative

Sheng

Ren

2012

J. Phys. Chem. A

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In this paper, we present a comprehensive computational study on the hydrogen sulfide sensing mechanism in aqueous solution using a pyrylium derivative. The possible sensing mechanisms were investigated under the neutral condition and acidic condition in the gas phase and in aqueous solution. The pyrylium–thiopyrylium transformation under the neutral condition is thermodynamically unfavorable, while it is greatly facilitated in the acidic condition catalyzed by a hydronium cation. In addition, the UV–vis absorption maxima of pyryliums and thiopyryliums were investigated at the TDDFT/B3LYP/6-31G+(d,p) level. The red shift of absorption maximum from unsubstituted pyrylium and thiopyrylium to dimethylamino-subisituted pyrylium and thiopyrylium as well as the red shift seen in the pyrylium–thiopyrylium transformation is interpreted in terms of the molecular orbital theory.

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Photophysical and electron transfer studies of a few 2,6-dimethyl-4-(alkylphenyl)pyrylium and thiopyrylium derivatives

Cited by 21 publications

References 39 publications

Accessing Photoredox Transformations with an Iron(III) Photosensitizer and Green Light

Accessing Photoredox Transformations with an Iron(III) Photosensitizer and Green Light

Magnetic Field Control of the Back-Electron-Transfer Process Following Photoinduced Electron Transfer (PIET) in Biphenyl/Phenylpyrylium Salts in SDS Micellar Medium

Computational Study on a HS^– Sensing Reaction Utilizing a Pyrylium Derivative

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Photophysical and electron transfer studies of a few 2,6-dimethyl-4-(alkylphenyl)pyrylium and thiopyrylium derivatives

Cited by 21 publications

References 39 publications

Accessing Photoredox Transformations with an Iron(III) Photosensitizer and Green Light

Accessing Photoredox Transformations with an Iron(III) Photosensitizer and Green Light

Magnetic Field Control of the Back-Electron-Transfer Process Following Photoinduced Electron Transfer (PIET) in Biphenyl/Phenylpyrylium Salts in SDS Micellar Medium

Computational Study on a HS– Sensing Reaction Utilizing a Pyrylium Derivative

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Computational Study on a HS^– Sensing Reaction Utilizing a Pyrylium Derivative