Study of Multiporphyrin Compounds as Colorimetric Sitting‐Atop Metal Complexes: Synthesis and Photophysical Studies

Costa, Joana I. T.; Oliveira, Elisabete; Santos, Hugo M.; Tomé, Augusto C.; Neves, Maria G. P. M. S.; Lodeiro, Carlos

doi:10.1002/cplu.201500386

Cited by 9 publications

(3 citation statements)

References 78 publications

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“…We have shown that 5-(4-hydroxyphenyl)-10,15,20-triphenylporphyrin ( 1 ) reacts as a nucleophile with hexafluorobenzene or pentafluorophenyl groups to give multiporphyrin derivatives under very mild conditions [67]. As indicated above, porphyrin 2 reacts with nucleophiles to yield nucleophilic aromatic substitution products.…”

Section: Resultsmentioning

confidence: 99%

“…The para -fluorine atoms are selectively substituted by the nucleophile and mono- to tetra-substituted porphyrin derivatives may be obtained. We have reported the synthesis of multiporphyrin compounds via nucleophilic aromatic substitution of fluorine atoms in porphyrin 2 [20] or hexafluorobenzene [67,68]. Using a similar approach, herein we present a simple procedure for the preparation of diporphyrins and pentaporphyrins.…”

Section: Introductionmentioning

confidence: 99%

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A Convenient Synthesis of Pentaporphyrins and Supramolecular Complexes with a Fulleropyrrolidine

et al. 2019

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A simple and straightforward synthesis of diporphyrins and pentaporphyrins is reported here. The supramolecular interactions of the new porphyrin derivatives with C60 and PyC60 (a pyridyl [60]fulleropyrrolidine) were evaluated by absorption and fluorescence titrations in toluene. While no measurable modifications of the absorption and fluorescence spectra were observed upon addition of C60 to the porphyrin derivatives, the addition of PyC60 to the corresponding mono-Zn(II) porphyrins resulted in the formation of Zn(porphyrin)–PyC60 coordination complexes and the binding constants were calculated. Results show that the four free-base porphyrin units in pentaporphyrin 6 have a significant contribution in the stabilization of the 6–PyC60 complex. The crystal and molecular features of the pentaporphyrin Zn5 were unveiled using single-crystal X-ray diffraction studies.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

A Convenient Synthesis of Pentaporphyrins and Supramolecular Complexes with a Fulleropyrrolidine

et al. 2019

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“…Por outro lado, as porfirinas podem ser combinadas com recetores que respondam seletiva e reversivelmente à presença de estímulos externos, e permitam uma fácil e estável incorporação dos compostos em materiais para deteção em fase líquida ou gasosa [8]. As porfirinas têm sido usadas principalmente na deteção de analitos, como iões de metal [9,10], pH do meio [11], aniões [12], oxigénio [13], amoníaco e aminas [14,15], explosivos [16] e outros. Por exemplo, o conjugado porfirina-terpiridina (Figura 3), obtido a partir de 5,10,15,20-tetrafenilporfirina (TPP) e a unidade recetora terpiridina, revelou ser pouco fluorescente quando excitado a 417 nm.…”

Section: Sensores óTicos Baseados Em Porfirinasunclassified

Sensores Óticos de Base Porfirínica para Aplicações Ambientais e Biomédicas

Rangel¹,

Silva²,

Queirós³

et al. 2020

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Porphyrin-based Optical Sensors for Environmental and Biomedical Applications. Porphyrins are tetrapyrrolic macrocycles, which are endowed with excellent photophysical and electrochemical properties. However, porphyrins often exhibit low stability and fluorescence quenching under physiological conditions, thus limiting their application in biomedical and environmental sciences. To overcome these limitations, porphyrins can be incorporated into metalorganic frameworks (MOFs), opening new avenues for high-performance materials that integrate the specific physicochemical properties of porphyrins and MOFs, with a wide range of applications, from selective storage of gases, catalysis, to detection of different chemical substances. In this article several examples of porphyrin-based optical sensors are described, addressing the MOFs preparation to porphyrinic MOFs. The detection mechanisms and possible practical applications of the developed systems will also be discussed.

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An easy access to porphyrin triads and their supramolecular interaction with a pyridyl [60]fulleropyrrolidine

et al. 2016

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Study of Multiporphyrin Compounds as Colorimetric Sitting‐Atop Metal Complexes: Synthesis and Photophysical Studies

Abstract: Scheme1.Synthesis of the meso-[4-(pentafluorophenyloxy)phenyl]porphyrins 4-6.Scheme2.Synthesis of diporphyrin 7 and hexaporphyrin 8.

Cited by 9 publications

References 78 publications

A Convenient Synthesis of Pentaporphyrins and Supramolecular Complexes with a Fulleropyrrolidine

A Convenient Synthesis of Pentaporphyrins and Supramolecular Complexes with a Fulleropyrrolidine

Sensores Óticos de Base Porfirínica para Aplicações Ambientais e Biomédicas

An easy access to porphyrin triads and their supramolecular interaction with a pyridyl [60]fulleropyrrolidine

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