scholarly journals Synthesis, Characterization and Photophysical Properties of a New 2,5-Di(aryl)phosphole Derivative and Their Trigonal Copper-Phosphole Complexes

2020 ◽  
Author(s):  
Neskarlys Rios ◽  
Franmerly Fuentes ◽  
Juan Manuel Garcia Garfido ◽  
Yomaira Otero
Keyword(s):  
Field Strength ◽  
Fluorescence Spectroscopy ◽  
Photophysical Properties ◽  
High Yield ◽  
Quantum Yields ◽  
Ligand Field ◽  
Emission Energy ◽  
Esi Ms

<div>A new phosphole derivative 2,5-di(2-quinolyl)-1-phenylphosphole (<b>1</b>) was synthesized by using the Fagan-Nugent method. Phosphole was obtained as an air stable solid in high yield (73%). Additionally, two new copper phosphole complexes [CuX(Phosphole)<sub>2</sub>] (X = Cl (<b>2a</b>), I (<b>2b</b>), Phosphole = <b>1</b>) have been synthesized by reaction of CuX (X = Cl, I) and phosphole derivative (<b>1</b>). All compound were characterized by NMR, ESI-MS, UV–Vis and fluorescence spectroscopy. The photophysical properties of all compounds were analyzed, UV-Vis spectra of the complexes <b>2a-b</b> shown π–π* transitions with shift very similar to the found in the free phosphole due to that their symmetrical structures inhibits efficient ILCT. We have found that the compounds <b>1</b>, <b>2a-b</b> exhibited fluorescence between 460 and 583 nm with quantum yields of Φ<sub>f</sub> = 0.04 – 0.11. The emission energy of <b>2b</b> is higher than <b>2a</b>, suggesting that λ<sub>max</sub> is affected by the ligand-field strength of the halogen ions in the complexes (I<sup>-</sup> < Cl<sup>-</sup> ).</div>

scholarly journals Synthesis, Characterization and Photophysical Properties of a New 2,5-Di(aryl)phosphole Derivative and Their Trigonal Copper-Phosphole Complexes

2020 ◽  
Author(s):  
Neskarlys Rios ◽  
Franmerly Fuentes ◽  
Juan Manuel Garcia Garfido ◽  
Yomaira Otero
Keyword(s):  
Field Strength ◽  
Fluorescence Spectroscopy ◽  
Photophysical Properties ◽  
High Yield ◽  
Quantum Yields ◽  
Ligand Field ◽  
Emission Energy ◽  
Esi Ms

<div>A new phosphole derivative 2,5-di(2-quinolyl)-1-phenylphosphole (<b>1</b>) was synthesized by using the Fagan-Nugent method. Phosphole was obtained as an air stable solid in high yield (73%). Additionally, two new copper phosphole complexes [CuX(Phosphole)<sub>2</sub>] (X = Cl (<b>2a</b>), I (<b>2b</b>), Phosphole = <b>1</b>) have been synthesized by reaction of CuX (X = Cl, I) and phosphole derivative (<b>1</b>). All compound were characterized by NMR, ESI-MS, UV–Vis and fluorescence spectroscopy. The photophysical properties of all compounds were analyzed, UV-Vis spectra of the complexes <b>2a-b</b> shown π–π* transitions with shift very similar to the found in the free phosphole due to that their symmetrical structures inhibits efficient ILCT. We have found that the compounds <b>1</b>, <b>2a-b</b> exhibited fluorescence between 460 and 583 nm with quantum yields of Φ<sub>f</sub> = 0.04 – 0.11. The emission energy of <b>2b</b> is higher than <b>2a</b>, suggesting that λ<sub>max</sub> is affected by the ligand-field strength of the halogen ions in the complexes (I<sup>-</sup> < Cl<sup>-</sup> ).</div>

Mitochondria-targeted porphyrin-based photosensitizers containing triphenylphosphonium cations showing efficient in vitro photodynamic therapy effects

2019 ◽  
Vol 23 (11n12) ◽  
pp. 1505-1514 ◽  
Author(s):  
Xing Guo ◽  
Hao Wu ◽  
Wei Miao ◽  
Yangchun Wu ◽  
Erhong Hao ◽  
...  
Keyword(s):  
Photodynamic Therapy ◽  
Cancer Therapy ◽  
Fluorescence Spectroscopy ◽  
Hela Cells ◽  
Photophysical Properties ◽  
Quantum Yields ◽  
Subcellular Organelle

Subcellular organelle-targeted photosensitizers have recently reported to be effective photodynamic therapy (PDT) agents. In this work, three porphyrin-derived photosensitizers, containing one, two or four triphenylphosphonium targeting groups, were synthesized and characterized by NMR, HRMS, UV-vis and fluorescence spectroscopy. These photosensitizers showed similar photophysical properties to classical porphyrins and exhibited excellent [Formula: see text]O[Formula: see text] quantum yields in acetonitrile. Subcellular colocalization indicated that all three photosensitizers specifically stain the mitochondria of HeLa cells. Photosensitizer mito-dp, containing two triphenylphosphonium cations was found to be the most uptaken by cells and exhibited the best PDT effect with an effective phototoxicity (IC[Formula: see text] (light) [Formula: see text] 12.4 nM), suggestive of a higher practicable potential of mitochondria-targeted PDT agents in cancer therapy.

How do ligands influence the quantum yields of cyclometalated platinum(ii) complexes, a theoretical research study

2017 ◽  
Vol 19 (34) ◽  
pp. 23454-23460 ◽  
Author(s):  
Baozhu Yang ◽  
Shuang Huang ◽  
Jianhao Wang
Keyword(s):  
Quantum Yield ◽  
Field Strength ◽  
Research Study ◽  
Theoretical Research ◽  
Quantum Yields ◽  
Ligand Field ◽  
Molecular Rigidity ◽  
Cyclometalated Ligand

Quantum yield differences were explained by the cyclometalated ligand, molecular rigidity and ligand-field strength.

The Photolyses of Chloropentammine and Chloropentakis(alkylamine) Chromium(III) Complexes in Acetone/Water Mixtures

1975 ◽  
Vol 53 (3) ◽  
pp. 419-426 ◽  
Author(s):  
C. F. C. Wong ◽  
A. D. Kirk
Keyword(s):  
Excited State ◽  
Photochemical Reaction ◽  
Photophysical Properties ◽  
Quantum Yields ◽  
Ligand Field ◽  
Metal Charge ◽  
Acetone Water ◽  
Field State ◽  
Order Of Magnitude ◽  
Metal Charge Transfer

The photochemistry of the [Cr(RNH2)5Cl]2+ ions where R = H,CH3,C2H5,n-C3H7,n-C4H9 has been investigated in water and in acetone/water solutions at pH 3. In water and in 33 w/w% acetone/water, the predominant reaction for each ion was found to be amine aquation to give predominantly cis-[Cr(RNH2)4(H2O)Cl]2+. Photolysis of [Cr(CH3NH2)5Cl]2+ in acidified acetone yielded a solvent substituted product [Cr(CH3NH2)4(S)Cl]2+ which has predominantly the cis-configuration but the extents of water and acetone substitution were not established. The amine quantum yields are almost solvent independent, only slightly wavelength dependent, and they decrease significantly in going from R = H to R = n-C4H9. The chloride quantum yields, which are of the order of 10−4 at 565 nm, are about an order of magnitude smaller than had been previously reported for [Cr(NH3)5Cl]2+; they are several times larger at 401 nm. The chloride quantum yields show a significant decrease upon changing the solvent from water to 33% acetone/water.The solvent independence of the main photochemical reaction suggests that the reaction is determined primarily by the photophysical properties of the reacting excited state. The different wavelength and solvent dependences of the amine and chloride quantum yields suggest that the two reactions do not originate from the same excited state. In addition the relative constancy of chloride yields as the ligand field strength of the ligands varies supports the idea that the reponsible state is not a ligand field state. Together with the increase in chloride quantum yield at shorter wavelengths, it suggests that the chloride originates from an excited state partaking of ligand to metal charge transfer character.

Regioselective Oxidative Cross-Coupling Reaction: Synthesis of Imidazo[1,2-a]pyridine Fluorophores

Synthesis ◽  
2021 ◽  
Author(s):  
Xianglong Chu ◽  
Yadi Niu ◽  
Chen Ma ◽  
Xiaodong Wang ◽  
Yunliang Lin ◽  
...  
Keyword(s):  
Photophysical Properties ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Quantum Yields ◽  
Fluorescence Quantum Yields ◽  
Cross Coupling Reaction ◽  
Color Tunable ◽  
Palladium Catalyzed ◽  
Structure Relationship ◽  
High Fluorescence

AbstractA rapid access to a series of N-heteroarene fluorophores has been developed on the basis of the palladium-catalyzed direct oxidative C–H/C–H coupling of imidazo[1,2-a]pyridines with thiophenes/furans. The photophysical properties–structure relationship was systematically investigated. The resulting N-heteroarene fluorophores present color-tunable emissions (λem: 431–507 nm in CH2Cl2) and high fluorescence quantum yields (up to 91% in CH2Cl2).

scholarly journals The Photostability of Novel Boron Hydride Blue Emitters in Solution and Polystyrene Matrix

Materials ◽  
2021 ◽  
Vol 14 (3) ◽  
pp. 589
Author(s):  
Jakub Ševčík ◽  
Pavel Urbánek ◽  
Barbora Hanulíková ◽  
Tereza Čapková ◽  
Michal Urbánek ◽  
...  
Keyword(s):  
Thin Films ◽  
Photophysical Properties ◽  
Inorganic Compounds ◽  
Solid Polymer ◽  
Organic Polymer ◽  
Quantum Yields ◽  
Boron Hydride ◽  
Polystyrene Matrix ◽  
Blue Emitters ◽  
Solvent Blends

In recent work, the boron hydride anti-B18H22 was announced in the literature as a new laser dye, and, along with several of its derivatives, its solutions are capable of delivering blue luminescence with quantum yields of unity. However, as a dopant in solid polymer films, its luminescent efficiencies reduce dramatically. Clarification of underlying detrimental effects is crucial for any application and, thus, this contribution makes the initial steps in the use of these inorganic compounds in electrooptical devices based on organic polymer thin films. The photoluminescence behavior of the highly luminescent boron hydrides, anti-B18H22 and 3,3′,4,4′-Et4-anti-B18H18, were therefore investigated. The quantum yields of luminescence and photostabilities of both compounds were studied in different solvents and as polymer-solvent blends. The photophysical properties of both boranes are evaluated and discussed in terms of their solvent-solute interactions using photoluminescence (PL) and NMR spectroscopies. The UV degradability of prepared thin films was studied by fluorimetric measurement. The effect of the surrounding atmosphere, dopant concentration and the molecular structure were assessed.

scholarly journals Photochemical Reactivity of Naphthol-Naphthalimide Conjugates and Their Biological Activity

Molecules ◽  
2021 ◽  
Vol 26 (11) ◽  
pp. 3355
Author(s):  
Matija Sambol ◽  
Patricia Benčić ◽  
Antonija Erben ◽  
Marija Matković ◽  
Branka Mihaljević ◽  
...  
Keyword(s):  
Biological Activity ◽  
Rational Design ◽  
Human Cancer ◽  
Photophysical Properties ◽  
Resonance Energy Transfer ◽  
Resonance Energy ◽  
Quinone Methide ◽  
Quantum Yields ◽  
Photochemical Reactivity ◽  
Human Cancer Cell Lines

Quinone methide precursors 1a–e, with different alkyl linkers between the naphthol and the naphthalimide chromophore, were synthesized. Their photophysical properties and photochemical reactivity were investigated and connected with biological activity. Upon excitation of the naphthol, Förster resonance energy transfer (FRET) to the naphthalimide takes place and the quantum yields of fluorescence are low (ΦF ≈ 10−2). Due to FRET, photodehydration of naphthols to QMs takes place inefficiently (ΦR ≈ 10−5). However, the formation of QMs can also be initiated upon excitation of naphthalimide, the lower energy chromophore, in a process that involves photoinduced electron transfer (PET) from the naphthol to the naphthalimide. Fluorescence titrations revealed that 1a and 1e form complexes with ct-DNA with moderate association constants Ka ≈ 105–106 M−1, as well as with bovine serum albumin (BSA) Ka ≈ 105 M−1 (1:1 complex). The irradiation of the complex 1e@BSA resulted in the alkylation of the protein, probably via QM. The antiproliferative activity of 1a–e against two human cancer cell lines (H460 and MCF 7) was investigated with the cells kept in the dark or irradiated at 350 nm, whereupon cytotoxicity increased, particularly for 1e (>100 times). Although the enhancement of this activity upon UV irradiation has no imminent therapeutic application, the results presented have importance in the rational design of new generations of anticancer phototherapeutics that absorb visible light.

Synthesis and Photophysical Properties of a Conformationally Flexible Mixed Porphyrin Star-Pentamer

2009 ◽  
Vol 62 (7) ◽  
pp. 692 ◽  
Author(s):  
Toby D. M. Bell ◽  
Sheshanath V. Bhosale ◽  
Kenneth P. Ghiggino ◽  
Steven J. Langford ◽  
Clint P. Woodward
Keyword(s):  
Energy Transfer ◽  
Photophysical Properties ◽  
Fluorescence Decay ◽  
High Yield ◽  
Free Base ◽  
Time Resolved ◽  
Zinc Porphyrin ◽  
Relative Contribution ◽  
Synthetic Strategy ◽  
Decay Times

The synthesis of a porphyrin star-pentamer bearing a free-base porphyrin core and four zinc(ii) metalloporphyrins, which are tethered by a conformationally flexible linker about the central porphyrin’s antipody, is described. The synthetic strategy is highlighted by the use of olefin cross metathesis to link the five chromophores together in a directed fashion in high yield. Photoexcitation into the Soret absorption band of the zinc porphyrin chromophores at 425 nm leads to a substantial enhancement of central free-base porphyrin fluorescence, indicating energy transfer from the photoexcited zinc porphyrin (outer periphery) to central free-base porphyrin. Time-resolved fluorescence decay profiles required three exponential decay components for satisfactory fitting. These are attributed to emission from the central free-base porphyrin and to two different rates of energy transfer from the zinc porphyrins to the free-base porphyrin. The faster of these decay components equates to an energy-transfer rate constant of 3.7 × 109 s–1 and an efficiency of 83%, whereas the other is essentially unquenched with respect to reported values for zinc porphyrin fluorescence decay times. The relative contribution of these two components to the initial fluorescence decay is ~3:2, similar to the 5:4 ratio of cis and trans geometric isomers present in the pentamer.

scholarly journals Indenopyrans – synthesis and photoluminescence properties

2016 ◽  
Vol 12 ◽  
pp. 825-834 ◽  
Author(s):  
Andreea Petronela Diac ◽  
Ana-Maria Ţepeş ◽  
Albert Soran ◽  
Ion Grosu ◽  
Anamaria Terec ◽  
...  
Keyword(s):  
Solid State ◽  
Emission Band ◽  
Fluorescence Spectra ◽  
Photophysical Properties ◽  
Quantum Yields ◽  
Band Broadening ◽  
Photoluminescence Properties ◽  
Fluorescence Quantum Yields ◽  
Blue Emitters ◽  
Solid State Fluorescence

New indeno[1,2-c]pyran-3-ones bearing different substituents at the pyran moiety were synthesized and their photophysical properties were investigated. In solution all compounds were found to be blue emitters and the trans isomers exhibited significantly higher fluorescence quantum yields (relative to 9,10-diphenylanthracene) as compared to the corresponding cis isomers. The solid-state fluorescence spectra revealed an important red shift of λmax due to intermolecular interactions in the lattice, along with an emission-band broadening, as compared to the solution fluorescence spectra.

Microwave synthesis, photophysical properties of novel fluorescent iminocoumarins and their application in textile printing

2015 ◽  
Vol 44 (2) ◽  
pp. 87-93 ◽  
Author(s):  
G.H. Elgemeie ◽  
K.A. Ahmed ◽  
E.A. ahmed ◽  
M.H. helal ◽  
D.M. Masoud
Keyword(s):  
Blue Light ◽  
Microwave Synthesis ◽  
Photophysical Properties ◽  
Ethyl Cyanoacetate ◽  
High Yield ◽  
The Novel ◽  
Dioxane Solution ◽  
Content Type ◽  
Textile Printing ◽  
Short Time

Purpose – This paper aims to synthesise coumarine flourescent dyes from a cheap material in a very short time with a very high yield, and by using a clean green chemistry. Design/methodology/approach – Efficient microwave synthesis for some novel iminocoumarins starts from the reaction of p-phenyl-enediamine and ethyl cyanoacetate followed by cyclocondensation with salicylaldehyde derivatives. Findings – The synthesized iminocoumarine compounds were characterized by spectroscopic methods. Absorption and fluorescence spectra of the compounds were also recorded. All compounds were fluorescent in 1,4-dioxane solution, they all emitted blue light (440-460 nm). The printing properties were studied, and their applications on printing polyester and polyamide fabrics were studied by silk screen printing. Originality/value – The authors designed efficient microwavel synthesis for some novel iminocoumarine derivatives; The novel procedure features short-reaction time, moderate yields and simple workup; All compounds were fluorescent in 1,4-dioxane solution, and they all emitted blue light; The authors studied their application in printing polyester and polyamide fabrics.

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