Excited State Proton Transfer from Acidic Alcohols to a Quinoline Photobase Can Be Solvated by Non-Acidic Alcohol Solvents DOI Creative Commons
Jonathan R. Hunt,

Joseph Hecht,

Clara Goolsby

et al.

The Journal of Physical Chemistry A, Journal Year: 2024, Volume and Issue: 128(30), P. 6199 - 6207

Published: July 22, 2024

Photobases are a type of molecule that become more basic upon photoexcitation and can therefore be used to control proton transfer reactions with light. The solvation requirements for excited state (ESPT) in photobase systems is poorly understood, which limits their applicability. Here, we investigate the ESPT reaction using 5-methoxyquinoline (MeOQ), well-studied an pKa (pKa*) approximately 15.1, as model system. Previous studies have shown that, addition acidic donor donates photoexcited MeOQ, additional "auxiliary donor" necessary solvate resulting alkoxide. We whether nonacidic hydrogen bond (an alcohol solvent MeOQ cannot deprotonate bulk) act auxiliary reaction. First, use steady spectroscopy, TCSPC, electronic structure calculations show 2,2,2-trifluoroethanol (TFE, = 12.5) ethanol donor. degree largely predicted by ground bonding between Next, study deprotonation donors TFE 1,1,1,3,3,3-hexafluoroisopropanol (HFIP, 9.3) variety solvents varying chain length branching. occurs extents all solvents, suggesting studied alcohols function donors. concentration strongly correlated ESPT. These results fundamental steps toward understanding its wide application chemical systems.

Language: Английский

Innovative, satellite-independent, and self-supplied position sensor DOI

Naveed Ahmed,

Maciej Haras, Piotr Wiśniewski

et al.

Measurement, Journal Year: 2025, Volume and Issue: unknown, P. 117170 - 117170

Published: March 1, 2025

Language: Английский

Citations

0
Excited State Proton Transfer from Acidic Alcohols to a Quinoline Photobase Can Be Solvated by Non-Acidic Alcohol Solvents DOI Creative Commons
Jonathan R. Hunt,

Joseph Hecht,

Clara Goolsby

et al.

The Journal of Physical Chemistry A, Journal Year: 2024, Volume and Issue: 128(30), P. 6199 - 6207

Published: July 22, 2024

Photobases are a type of molecule that become more basic upon photoexcitation and can therefore be used to control proton transfer reactions with light. The solvation requirements for excited state (ESPT) in photobase systems is poorly understood, which limits their applicability. Here, we investigate the ESPT reaction using 5-methoxyquinoline (MeOQ), well-studied an pKa (pKa*) approximately 15.1, as model system. Previous studies have shown that, addition acidic donor donates photoexcited MeOQ, additional "auxiliary donor" necessary solvate resulting alkoxide. We whether nonacidic hydrogen bond (an alcohol solvent MeOQ cannot deprotonate bulk) act auxiliary reaction. First, use steady spectroscopy, TCSPC, electronic structure calculations show 2,2,2-trifluoroethanol (TFE, = 12.5) ethanol donor. degree largely predicted by ground bonding between Next, study deprotonation donors TFE 1,1,1,3,3,3-hexafluoroisopropanol (HFIP, 9.3) variety solvents varying chain length branching. occurs extents all solvents, suggesting studied alcohols function donors. concentration strongly correlated ESPT. These results fundamental steps toward understanding its wide application chemical systems.

Language: Английский

Citations

2