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- W2044960131 abstract "[4-(2-Pyrrolyl)phenyl]pyridines 2–4 were synthesized and their photophysical properties and reactivity in phototautomerization reactions investigated by fluorescence spectroscopy and laser flash photolysis (LFP). The pKa for the protonation of the pyridine nitrogen in 2–4 was determined by UV–vis and fluorescence titration (pKa = 5.5 for 4). On excitation in polar protic solvents, 2–4 populate charge-transfer states leading to an enhanced basicity of the pyridine (pKa* ≈ 12) and enhanced acidity of pyrrole (pKa* ≈ 8–9) enabling excited-state proton transfer (ESPT). ESPT gives rise to phototautomers and significantly quenches the fluorescence of 2–4. Phototautomers 2-T and 4-T were detected by LFP with strong transient absorption maxima at 390 nm. Phototautomers 2-T and 4-T decayed by competing uni- and bimolecular reactions. However, at pH 11 the decay of 4-T followed exponential kinetics with a rate constant of 4.2 × 106 s–1. The pyridinium salt 4H+ forms a stable complex with cucurbit[7]uril (CB[7]) with 1:1 stoichiometry (β11 = (1.0 ± 0.2) × 105 M–1, [Na+] = 39 mM). Complexation to CB[7] increased the pKa for 4H+ (pKa = 6.9) and changed its photochemical reactivity. Homolytic cleavage of the pyrrole NH leads to the formation of an N-radical because of the decreased acidity of the pyrrole in the inclusion complex." @default.
- W2044960131 created "2016-06-24" @default.
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- W2044960131 date "2015-04-10" @default.
- W2044960131 modified "2023-09-25" @default.
- W2044960131 title "Phototautomerization in Pyrrolylphenylpyridine Terphenyl Systems" @default.
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- W2044960131 cites W1976723967 @default.
- W2044960131 cites W1978069776 @default.
- W2044960131 cites W1981156961 @default.
- W2044960131 cites W1982187291 @default.
- W2044960131 cites W1984056535 @default.
- W2044960131 cites W1986570904 @default.
- W2044960131 cites W1986952328 @default.
- W2044960131 cites W1989069297 @default.
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- W2044960131 cites W1996280285 @default.
- W2044960131 cites W1999011477 @default.
- W2044960131 cites W2003539095 @default.
- W2044960131 cites W2007849368 @default.
- W2044960131 cites W2008348255 @default.
- W2044960131 cites W2017015283 @default.
- W2044960131 cites W2021826994 @default.
- W2044960131 cites W2035457511 @default.
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- W2044960131 cites W2048775483 @default.
- W2044960131 cites W2048834113 @default.
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- W2044960131 cites W2084752152 @default.
- W2044960131 cites W2086308810 @default.
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- W2044960131 cites W2122110648 @default.
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- W2044960131 cites W2132972910 @default.
- W2044960131 cites W2135129422 @default.
- W2044960131 cites W2135271259 @default.
- W2044960131 cites W2139902274 @default.
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- W2044960131 doi "https://doi.org/10.1021/acs.joc.5b00275" @default.
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