Synthesis and Characterization of 5,10,15,20-Tetrakis(4-ethylphenyl)porphyrin and (Zn2+, Mn2+, Sn2+, Ni2+, Al3+, V3+)-Derivatives: Photophysical and DFT study

Espitia-Almeida F.; Díaz-Uribe C.; Vallejo W.; Gómez-Camargo D.; Romero-Bohorquez A.R.; Schott E.; Zarate X.

dc.contributor.author	Espitia-Almeida F.
dc.contributor.author	Díaz-Uribe C.
dc.contributor.author	Vallejo W.
dc.contributor.author	Gómez-Camargo D.
dc.contributor.author	Romero-Bohorquez A.R.
dc.contributor.author	Schott E.
dc.contributor.author	Zarate X.
dc.date.accessioned	2020-09-02T22:17:19Z
dc.date.available	2020-09-02T22:17:19Z
dc.date.issued	2019
dc.identifier	10.1002/slct.201900948
dc.identifier.citation	4, 20, 6290-6294
dc.identifier.issn	23656549
dc.identifier.uri	https://hdl.handle.net/20.500.12728/4395
dc.description	A novel family of porphyrins based on 5,10,15,20-Tetrakis(4-ethylphenyl)porphyrin (1) and six metallo-derivatives (Zn2+(2), Sn2+(3), Mn2+ (4), Ni2+ (5), Al3+ (6) and V3+ (7)) were synthesized via the Alder-cols method (synthesis yield between 59%-75%) and characterized through 1H- and 13C- NMR, MALDI-TOF mass spectrometry and FT-IR assay. Photophysical study was carried out by UV-Vis and fluorescence spectrophotometry with the aim of assessing their potential as dye sensitizers for photodynamic therapy (PDT). In this regard, fluorescence quantum yield values are between 0.002-0.38, being the macrocycle 3, the porphyrin with the highest fluorescence quantum yield while the derivative 7 showed the lowest value. Quantum chemical calculations were carried out to study the molecular structure of the porphyrins and to get insight of the luminescent process for 1, which is the free metal system and 3 which includes Sn2+ as metal center. Results indicated that the emissive states involve the transitions with LLCT character for 1, while for 3 it is ML–LCT. This fact evidenced the metal effects on their photophysical properties. Finally, optical and spectroscopic properties and besides, DFT study suggest that 3 could be used as sensitizer in photodynamic therapy applications. © 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
dc.language.iso	en
dc.publisher	Wiley-Blackwell
dc.subject	DFT
dc.subject	Fluorescence
dc.subject	metalloporphyrin
dc.subject	porphyrin
dc.subject	quantum yield
dc.title	Synthesis and Characterization of 5,10,15,20-Tetrakis(4-ethylphenyl)porphyrin and (Zn2+, Mn2+, Sn2+, Ni2+, Al3+, V3+)-Derivatives: Photophysical and DFT study
dc.type	Article

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Synthesis and Characterization of 5,10,15,20-Tetrakis(4-ethylphenyl)porphyrin and (Zn2+, Mn2+, Sn2+, Ni2+, Al3+, V3+)-Derivatives: Photophysical and DFT study

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