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Jing Long, Zhao Ye, Yong Du, Xuming Zheng, Jiadan Xue. Direct Observation of the Transient Species Generated from Protonation and Deprotonation of the Lowest Triplet of p-Nitrophenylphenol[J]. Chinese Journal of Chemical Physics .
Citation: Jing Long, Zhao Ye, Yong Du, Xuming Zheng, Jiadan Xue. Direct Observation of the Transient Species Generated from Protonation and Deprotonation of the Lowest Triplet of p-Nitrophenylphenol[J]. Chinese Journal of Chemical Physics .

Direct Observation of the Transient Species Generated from Protonation and Deprotonation of the Lowest Triplet of p-Nitrophenylphenol

  • Received Date: 2020-06-22
  • Accepted Date: 2020-07-15
  • Rev Recd Date: 2020-07-13
  • Available Online: 2020-07-31
  • Photo-induced proton coupled electron transfer (PCET) is essential in the biological, photosynthesis, catalysis and solar energy conversion processes. Recently, p-nitrophenylphenol (HO-Bp-NO<sub>2</sub>) has been used as a model compound to study the photo-induced PCET mechanism using ultrafast spectroscopy. In transient absorption spectra both singlet and triplet exhibited PCET behavior. When we focused on the PCET in the triplet state, a new sharp band attracted us. This band had not been observed for p-nitrobiphenyl which is without hydroxyl substitution. To assign the new band, acidic solutions were used as an additional proton donor. Based on results in strong (~10<sup>-1</sup> M) and weak (~10<sup>-4</sup> M) acidic solutions, the new band is identified as the open shell singlet O-Bp-NO<sub>2</sub>H, which is generated through protonation of nitro O in <sup>3</sup>HO-Bp-NO<sub>2</sub> followed by deprotonation of hydroxyl. Kinetics analysis indicates the formation of radical •O-Bp-NO<sub>2</sub> competes with O-Bp-NO<sub>2</sub>H in the way of concerted electron-proton transfer and/or proton followed electron transfers and is responsible for the low yield of O-Bp-NO<sub>2</sub>H. The results in the present work will make it clear that how the <sup>3</sup>HO-Bp-NO<sub>2</sub> deactivates in aprotic polar solvents and provide a solid benchmark for the deeply studying the PCET mechanism in triplets of analogous aromatic nitro compound.
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    沈阳化工大学材料科学与工程学院 沈阳 110142

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Direct Observation of the Transient Species Generated from Protonation and Deprotonation of the Lowest Triplet of p-Nitrophenylphenol

Abstract: Photo-induced proton coupled electron transfer (PCET) is essential in the biological, photosynthesis, catalysis and solar energy conversion processes. Recently, p-nitrophenylphenol (HO-Bp-NO<sub>2</sub>) has been used as a model compound to study the photo-induced PCET mechanism using ultrafast spectroscopy. In transient absorption spectra both singlet and triplet exhibited PCET behavior. When we focused on the PCET in the triplet state, a new sharp band attracted us. This band had not been observed for p-nitrobiphenyl which is without hydroxyl substitution. To assign the new band, acidic solutions were used as an additional proton donor. Based on results in strong (~10<sup>-1</sup> M) and weak (~10<sup>-4</sup> M) acidic solutions, the new band is identified as the open shell singlet O-Bp-NO<sub>2</sub>H, which is generated through protonation of nitro O in <sup>3</sup>HO-Bp-NO<sub>2</sub> followed by deprotonation of hydroxyl. Kinetics analysis indicates the formation of radical •O-Bp-NO<sub>2</sub> competes with O-Bp-NO<sub>2</sub>H in the way of concerted electron-proton transfer and/or proton followed electron transfers and is responsible for the low yield of O-Bp-NO<sub>2</sub>H. The results in the present work will make it clear that how the <sup>3</sup>HO-Bp-NO<sub>2</sub> deactivates in aprotic polar solvents and provide a solid benchmark for the deeply studying the PCET mechanism in triplets of analogous aromatic nitro compound.

Jing Long, Zhao Ye, Yong Du, Xuming Zheng, Jiadan Xue. Direct Observation of the Transient Species Generated from Protonation and Deprotonation of the Lowest Triplet of p-Nitrophenylphenol[J]. Chinese Journal of Chemical Physics .
Citation: Jing Long, Zhao Ye, Yong Du, Xuming Zheng, Jiadan Xue. Direct Observation of the Transient Species Generated from Protonation and Deprotonation of the Lowest Triplet of p-Nitrophenylphenol[J]. Chinese Journal of Chemical Physics .

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