Photochemical and photocatalytic isomerization of trans-caffeic acid and cyclization of cis-caffeic acid to esculetin

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Abstract

The photoisomerization of trans-caffeic acid to cis-caffeic acid has been studied in the presence of N2 in homogeneous aqueous solutions and in suspensions of various TiO2 catalysts. The results supported the hypothesis of an energy transfer process from TiO2 to the substrate due to the recombination of the photogenerated electron-hole pairs. The differences among the measured photostationary [cis]/[trans] ratios have been attributed to the different physico-chemical properties of the catalysts. In particular, the lowest ratio measured in the presence of Merck TiO2 was ascribed to the very low adsorption of trans-caffeic acid onto the surface of this sample. In the presence of O2 and at alkaline pHs, cis-caffeic acid cyclized to esculetin both in the absence and in the presence of irradiation.
Lingua originaleEnglish
pagine (da-a)347-355
Numero di pagine9
RivistaAPPLIED CATALYSIS. B, ENVIRONMENTAL
Volume182
Stato di pubblicazionePublished - 2016

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Cyclization
Isomerization
Acids
acid
catalyst
Photoisomerization
Catalysts
Energy transfer
Chemical properties
recombination
chemical property
Suspensions
irradiation
aqueous solution
Irradiation
adsorption
Adsorption
substrate
electron
esculetin

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Environmental Science(all)
  • Process Chemistry and Technology

Cita questo

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title = "Photochemical and photocatalytic isomerization of trans-caffeic acid and cyclization of cis-caffeic acid to esculetin",
abstract = "The photoisomerization of trans-caffeic acid to cis-caffeic acid has been studied in the presence of N2 in homogeneous aqueous solutions and in suspensions of various TiO2 catalysts. The results supported the hypothesis of an energy transfer process from TiO2 to the substrate due to the recombination of the photogenerated electron-hole pairs. The differences among the measured photostationary [cis]/[trans] ratios have been attributed to the different physico-chemical properties of the catalysts. In particular, the lowest ratio measured in the presence of Merck TiO2 was ascribed to the very low adsorption of trans-caffeic acid onto the surface of this sample. In the presence of O2 and at alkaline pHs, cis-caffeic acid cyclized to esculetin both in the absence and in the presence of irradiation.",
keywords = "Caffeic acid, Catalysis, Energy transfer process, Esculetin formation, Photoisomerization, Process Chemistry and Technology, TiO2",
author = "Marianna Bellardita and Francesco Parrino and Leonardo Palmisano and {Di Paola}, Agatino and Ivana Pibiri and Vittorio Loddo",
year = "2016",
language = "English",
volume = "182",
pages = "347--355",
journal = "Applied Catalysis B: Environmental",
issn = "0926-3373",
publisher = "Elsevier",

}

TY - JOUR

T1 - Photochemical and photocatalytic isomerization of trans-caffeic acid and cyclization of cis-caffeic acid to esculetin

AU - Bellardita, Marianna

AU - Parrino, Francesco

AU - Palmisano, Leonardo

AU - Di Paola, Agatino

AU - Pibiri, Ivana

AU - Loddo, Vittorio

PY - 2016

Y1 - 2016

N2 - The photoisomerization of trans-caffeic acid to cis-caffeic acid has been studied in the presence of N2 in homogeneous aqueous solutions and in suspensions of various TiO2 catalysts. The results supported the hypothesis of an energy transfer process from TiO2 to the substrate due to the recombination of the photogenerated electron-hole pairs. The differences among the measured photostationary [cis]/[trans] ratios have been attributed to the different physico-chemical properties of the catalysts. In particular, the lowest ratio measured in the presence of Merck TiO2 was ascribed to the very low adsorption of trans-caffeic acid onto the surface of this sample. In the presence of O2 and at alkaline pHs, cis-caffeic acid cyclized to esculetin both in the absence and in the presence of irradiation.

AB - The photoisomerization of trans-caffeic acid to cis-caffeic acid has been studied in the presence of N2 in homogeneous aqueous solutions and in suspensions of various TiO2 catalysts. The results supported the hypothesis of an energy transfer process from TiO2 to the substrate due to the recombination of the photogenerated electron-hole pairs. The differences among the measured photostationary [cis]/[trans] ratios have been attributed to the different physico-chemical properties of the catalysts. In particular, the lowest ratio measured in the presence of Merck TiO2 was ascribed to the very low adsorption of trans-caffeic acid onto the surface of this sample. In the presence of O2 and at alkaline pHs, cis-caffeic acid cyclized to esculetin both in the absence and in the presence of irradiation.

KW - Caffeic acid

KW - Catalysis

KW - Energy transfer process

KW - Esculetin formation

KW - Photoisomerization

KW - Process Chemistry and Technology

KW - TiO2

UR - http://hdl.handle.net/10447/152083

UR - http://www.elsevier.com/inca/publications/store/5/2/3/0/6/6/index.htt

M3 - Article

VL - 182

SP - 347

EP - 355

JO - Applied Catalysis B: Environmental

JF - Applied Catalysis B: Environmental

SN - 0926-3373

ER -