Luminescence Quenching of Copper(II) Porphyrins with Lewis Bases

Liu, Fang; Cunningham, Kurstan L.; Uphues, Wendy; Fink, Gerald W.; Schmolt, Johnathan; McMillin, David R.

doi:10.1021/ic00112a011

Cited by 55 publications

(46 citation statements)

References 2 publications

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“…The formation of the LF exciplexes of copper(II) porphyrins with Lewis bases, such as pyridine and pyridine derivatives was reported by Liu and coauthors. 40 The observed absorption corresponds to the electronic transitions from the LF states to the LMCT states, and therefore, the extinction coefficient of these bands should be comparable with the extinction coefficient of the LMCT bands in the ground state spectrum. Indeed, we observed that the visible signal has the same order of magnitude as the ground state bleach signal.…”

Section: +mentioning

confidence: 94%

Ultrafast Photochemistry of Copper(II) Monochlorocomplexes in Methanol and Acetonitrile by Broadband Deep-UV-to-Near-IR Femtosecond Transient Absorption Spectroscopy

et al. 2016

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Photochemistry of copper(II) monochlorocomplexes in methanol and acetonitrile solutions is studied by UV-pump/broadband deep-UV-to-near-IR probe femtosecond transient absorption spectroscopy. Upon 255 and 266 nm excitation, the complexes in acetonitrile and methanol, respectively, are promoted to the excited ligand-to-metal charge transfer (LMCT) state, which has a short (sub-250 fs) lifetime. From the LMCT state, the complexes decay via internal conversion to lower-lying ligand field (LF) d−d excited states or the vibrationally hot ground electronic state. A minor fraction of the excited complexes relaxes to the LF electronic excited states, which are relatively long-lived with lifetimes >1 ns. Also, in methanol solutions, about 3% of the LMCT-excited copper(II) monochlorocomplexes dissociate forming copper(I) solvatocomplexes and chlorine atoms, which then further react forming long-lived photoproducts. In acetonitrile, about 50% of the LMCT-excited copper(II) monochlorocomplexes dissociate forming radical and ionic products in a ratio of 3:2. Another minor process observed following excitation only in methanol solutions is the re-equilibration between several forms of the copper(II) ground-state complexes present in solutions. This re-equilibration occurs on a time scale from sub-nanoseconds to nanoseconds.

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Section: +mentioning

confidence: 94%

Ultrafast Photochemistry of Copper(II) Monochlorocomplexes in Methanol and Acetonitrile by Broadband Deep-UV-to-Near-IR Femtosecond Transient Absorption Spectroscopy

et al. 2016

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“…Interestingly, DMF forms a five coordinate adduct, with copper (II) porphyrins [tetraphenyl porphyrin (TPP), octaethyl porphyrin (OEP) and tetramethyl porphyrin (TMP)] and quenches their fluorescence [27]. However, no such adduct formation is envisaged in the present series, since neither a change in the ground state absorption spectrum nor any quenching of emission has been observed.…”

Section: Quenching By Nitrobenzene and Ferric Chloridementioning

confidence: 72%

“…dipole lengths of p2p Ã transition of the macrocyclic ligand. The phenyl substituents would have the maximum effect if they were in the plane of the ligand [27]. The nature of central metal ion was found to influence both the ground state absorption spectra and the lifetimes of porphyrin excited singlet and triplet states.…”

Section: Article In Pressmentioning

confidence: 99%

Luminescence behavior of tetraaza macrocylic nickel (II) complexes and non-linear Stern–Volmer quenching

Balasubramanian

2004

Journal of Luminescence

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“…This was dissolved in CH 2 Other metalloporphyrin complexes were prepared by reported procedures, and their spectroscopic and physical data were compared with those reported in the literature. [35,91] General Procedure for the Synthesis Multiwalled Carbon Nanotubes (MWCNTs)…”

Section: Preparation Of [Meso-tetrakis(ochlorophenyl)porphyrinato]copmentioning

confidence: 99%

“…[27,28,30] Metalloporphyrins show wide applicability [31] and in the past two decades the biomimetic catalysis of metalloporphyrins has increasingly attracted significant attention. [32] Among them, porphyrinatocopper complexes, an important class of transition metal complexes, exhibit many interesting properties such as their involvement in electron-transfer reactions, [33,34] luminescence, [35][36][37] sensing, [36] non-linear optical behaviours, [38] biological [39a] and catalytic roles, [39b] magnetic properties, [40] etc. In this paper, we report an efficient, regioselective, one-pot and two-step synthesis of b-hydroxytriazoles from sodium azide, epoxides, and non-activated terminal alkynes by a three-component [41] click reaction, proceeding via the formation of 2-azido alcohols from sodium azide and epoxides.…”

Section: Introductionmentioning

confidence: 99%

Immobilization of Porphyrinatocopper Nanoparticles onto Activated Multi‐Walled Carbon Nanotubes and a Study of its Catalytic Activity as an Efficient Heterogeneous Catalyst for a Click Approach to the Three‐Component Synthesis of 1,2,3‐Triazoles in Water

et al. 2009

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An efficient, regioselective, one-pot and two-step synthesis of b-hydroxy 1,4-disubstituted 1,2,3-triazoles from a wide range of non-activated terminal alkynes and epoxides and sodium azide by way of a three-component click reaction using a catalytic amount of [meso-tetrakis(o-chlorophenyl)porphyrinato]copper(II) (5 mol%) in excellent isolated yields is described. The reactions were performed in water as a green solvent at ambient temperature without any additives. By performing two reaction steps in one pot and purifying only at the final step, this procedure excludes any interim purification of in situ generated organic azide intermediates, which significantly improves the overall yield and reduces the reaction time. To benefit from the recovery and reuse of the catalyst, a new heterogeneous catalyst was prepared by simple and successful impregnation of the catalyst onto activated multi-walled carbon nanotubes (AMWCNT). The heterogeneous catalyst was characterized by powder X-ray diffraction (XRD), transmission electron microscopy (TEM), scanning electron microscopy (SEM), atomic forced microscopy (AFM), and thermogravimetric (TG) analysis to estimate the amount of nitrogen adsorption, and Raman and FT-IR spectroscopy. Leaching experiments after ten successive cycles showed that the catalyst is most strongly anchored to the AMWCNT support. Mechanistically, porphyrinatocopper catalyzes each step of the reaction in different ways as a bifunctional catalyst including epoxide ring opening by azide delivery to epoxide, forming in situ generated 2-azido alcohols followed by activation of the C C triple bond of the starting terminal alkynes by forming a porphyrinatocopper-acetylide intermediate and thereby promoting the [3 + 2]-cycloaddition reaction as the key step to form the tri-

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Luminescence Quenching of Copper(II) Porphyrins with Lewis Bases

Cited by 55 publications

References 2 publications

Ultrafast Photochemistry of Copper(II) Monochlorocomplexes in Methanol and Acetonitrile by Broadband Deep-UV-to-Near-IR Femtosecond Transient Absorption Spectroscopy

Ultrafast Photochemistry of Copper(II) Monochlorocomplexes in Methanol and Acetonitrile by Broadband Deep-UV-to-Near-IR Femtosecond Transient Absorption Spectroscopy

Luminescence behavior of tetraaza macrocylic nickel (II) complexes and non-linear Stern–Volmer quenching

Immobilization of Porphyrinatocopper Nanoparticles onto Activated Multi‐Walled Carbon Nanotubes and a Study of its Catalytic Activity as an Efficient Heterogeneous Catalyst for a Click Approach to the Three‐Component Synthesis of 1,2,3‐Triazoles in Water

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