Kinetically Stable Lanthanide Complexes Displaying Exceptionally High Quantum Yields upon Long-Wavelength Excitation: Synthesis, Photophysical Properties, and Solution Speciation

2015 ◽  
Vol 54 (7) ◽  
pp. 3337-3345 ◽  
Author(s):  
Jack D. Routledge ◽  
Michael W. Jones ◽  
Stephen Faulkner ◽  
Manuel Tropiano
Keyword(s):  
Lanthanide Complexes ◽  
Photophysical Properties ◽  
Quantum Yields ◽  
Long Wavelength ◽  
High Quantum ◽  
Solution Speciation

Bright near Infrared Neodymium Emission from Europium Sensitisation in β-Triketonate Coordination Polymers

2018 ◽  
Author(s):  
Laura Abad Galán ◽  
Alexandre Sobolev ◽  
Brian Skelton ◽  
Eli Zysman-Colman ◽  
Mark Ogden ◽  
...  
Keyword(s):  
Coordination Polymers ◽  
Near Infrared ◽  
Photophysical Properties ◽  
Luminescence Properties ◽  
Quantum Yields ◽  
High Quantum

Isomorphous <i>β</i>-triketonate-based lanthanoid polymers containing tris(4-methylbenzoyl)methane (<b>mtbm</b>) and RbOH with formula, {[Ln(Rb)(<b>mtbm</b>)<sub>4</sub>]<sub>2</sub>}<i><sub>n </sub></i>(Ln = Eu<sup>3+ </sup>and Nd<sup>3+</sup>) have been synthesised and structurally characterised. The photophysical properties for the Nd<sup>3+</sup> complex presented long lifetimes and relatively high quantum yields in comparison with analogous <i><u>β</u></i>-diketonate complexes. Mixed lanthanoid complexes were also formed and their luminescence properties studied, with effective sensitisation of the <sup>4</sup>F<sub>3/2 </sub>of<sub> </sub> Nd<sup>3+ </sup>via the <sup>5</sup>D<sub>0 </sub>of Eu<sup>3+</sup>, which is to the best of our knowledge the first example of Eu<sup>3+</sup> to Nd<sup>3+</sup> sensitisation in coordination polymers <br>

scholarly journals Energy Transfer Between Eu3+ and Nd3+ in Near-Infrared Emitting β-Triketonate Coordination Polymers

2018 ◽  
Author(s):  
Laura Abad Galán ◽  
Alexandre Sobolev ◽  
Brian Skelton ◽  
Eli Zysman-Colman ◽  
Mark Ogden ◽  
...  
Keyword(s):  
Energy Transfer ◽  
Coordination Polymers ◽  
Near Infrared ◽  
Photophysical Properties ◽  
Coordination Complex ◽  
Luminescence Properties ◽  
Quantum Yields ◽  
High Quantum

Isomorphous<i>β</i>-triketonate-based lanthanoid polymers containing tris(4-methylbenzoyl)methanide (<b>mtbm</b>) and Rb<sup>+</sup>with formula,{[Ln(Rb)(<b>mtbm</b>)<sub>4</sub>]<sub>2</sub>}<i><sub>n </sub></i>(Ln = Eu<sup>3+ </sup>and Nd<sup>3+</sup>) have been synthesised and structurally characterised. The photophysical properties for the Nd<sup>3+</sup>complex presented long lifetimes and relatively high quantum yields in comparison with analogous <i><u>β</u></i>-diketonate complexes. Mixed lanthanoid complexes were also formed and their luminescence properties studied, with effective sensitisation of the <sup>4</sup>F<sub>3/2 </sub>of<sub></sub> Nd<sup>3+ </sup>via the <sup>5</sup>D<sub>0 </sub>of Eu<sup>3+</sup>, which is to the best of our knowledge the first example of Eu<sup>3+</sup>to Nd<sup>3+</sup>sensitisation in a coordination complex or polymer.<br>

Synthesis and Photophysical Properties of 1,4-Dihydro-2H,5H-chromeno[4,3-d][1,3]oxazin-5-ones, and Derivatives Containing Tethered 1,2,3-Triazoles, from 4-Aminocoumarins

Synthesis ◽  
2019 ◽  
Vol 51 (15) ◽  
pp. 2965-2976
Author(s):  
Marina C. Dilelio ◽  
Nathan P. Brites ◽  
Larissa A. Vieira ◽  
Bernardo A. Iglesias ◽  
Teodoro S. Kaufman ◽  
...  
Keyword(s):  
Nitrogen Atom ◽  
Click Chemistry ◽  
Photophysical Properties ◽  
Quantum Yields ◽  
One Pot ◽  
Alkyl Aryl ◽  
Triazole Derivatives ◽  
High Quantum ◽  
Stokes Shifts

A facile protocol for the unprecedented one-pot H2SO4-mediated hydroxymethylation/cyclative N,O-acetalization of 4-aminocoumarins to 1,4-dihydro-2H,5H-chromeno[4,3-d][1,3]oxazin-5-ones, in moderate to good yields, was developed and optimized. The scope and limitations of the transformation, which takes place in water or water/THF mixtures, were also studied. The nitrogen atom of the resulting tricycles was used to tether alkyl, aryl and 1,2,3-triazolylmethyl moieties, employing a two-step click chemistry approach for the latter. The photophysical properties of the heterocycles, as well as of their 1,2,3-triazole derivatives, were also examined. The N-aryl derivatives exhibited high quantum yields of fluorescence (up to Φf = 0.69) and very large Stokes shifts (up to 201 nm).

scholarly journals Energy Transfer Between Eu3+ and Nd3+ in Near-Infrared Emitting β-Triketonate Coordination Polymers

2018 ◽  
Author(s):  
Laura Abad Galán ◽  
Alexandre Sobolev ◽  
Brian Skelton ◽  
Eli Zysman-Colman ◽  
Mark Ogden ◽  
...  
Keyword(s):  
Energy Transfer ◽  
Coordination Polymers ◽  
Near Infrared ◽  
Photophysical Properties ◽  
Coordination Complex ◽  
Luminescence Properties ◽  
Quantum Yields ◽  
High Quantum

Isomorphous<i>β</i>-triketonate-based lanthanoid polymers containing tris(4-methylbenzoyl)methanide (<b>mtbm</b>) and Rb<sup>+</sup>with formula,{[Ln(Rb)(<b>mtbm</b>)<sub>4</sub>]<sub>2</sub>}<i><sub>n </sub></i>(Ln = Eu<sup>3+ </sup>and Nd<sup>3+</sup>) have been synthesised and structurally characterised. The photophysical properties for the Nd<sup>3+</sup>complex presented long lifetimes and relatively high quantum yields in comparison with analogous <i><u>β</u></i>-diketonate complexes. Mixed lanthanoid complexes were also formed and their luminescence properties studied, with effective sensitisation of the <sup>4</sup>F<sub>3/2 </sub>of<sub></sub> Nd<sup>3+ </sup>via the <sup>5</sup>D<sub>0 </sub>of Eu<sup>3+</sup>, which is to the best of our knowledge the first example of Eu<sup>3+</sup>to Nd<sup>3+</sup>sensitisation in a coordination complex or polymer.<br>

scholarly journals Fluorofluorescent Perylene Bisimides

Synlett ◽  
2018 ◽  
Vol 29 (19) ◽  
pp. 2509-2514 ◽  
Author(s):  
Timothy Swager ◽  
Kosuke Yoshinaga
Keyword(s):  
Organic Solvents ◽  
Photophysical Properties ◽  
Quantum Yields ◽  
Phase Solubility ◽  
Perylene Bisimide ◽  
Fluorescence Quantum Yields ◽  
High Quantum ◽  
Potential Applications ◽  
The Many ◽  
Perylene Bisimides

Perfluorinated liquids can exhibit immiscibility with organic solvents and water, and provide orthogonal opportunities in chemistry. Examples of emissive dyes that display only fluorous phase solubility are limited, despite the many potential applications. Perylene bisimides are among the most versatile dyes and are known for their outstanding stability and high quantum yields. Herein, we report the synthesis of two new “fluorofluorescent” perylene bisimide dyes, designed to be soluble in the fluorous phases. These two dyes possess unique photophysical properties, including dramatic increases in fluorescence quantum yields when treated with Brønsted acids as well as aggregation in the fluorous phase.

scholarly journals Improved photodecarboxylation properties in zinc photocages constructed using m-nitrophenylacetic acid variants

2021 ◽  
Author(s):  
Austin Shigemoto ◽  
Avik Bhattacharjee ◽  
Erin Hickey ◽  
Hallee Boyd ◽  
Theresa McCormick ◽  
...  
Keyword(s):  
Acetic Acid ◽  
Quantum Yield ◽  
Photophysical Properties ◽  
Quantum Yields ◽  
Biological Applications ◽  
High Quantum Yield ◽  
High Quantum ◽  
Derivatives Of ◽  
Fluoro Derivatives

The methoxy- and fluoro-derivatives of meta-nitrophenylacetic acid (mNPA) chromophores undergo photodecarboxylation with comparable quantum yields to unsubstituted mNPA, but uncage at red-shifted excitation wavelengths. This observation prompted us to investigate DPAdeCageOMe (2-[bis(pyridin-2-ylmethyl)amino]-2-(4-methoxy-3-nitrophenyl)acetic acid) and DPAdeCageF (2-[bis(pyridin-2-ylmethyl)amino]-2-(4-fluoro-3-nitrophenyl)acetic acid) as Zn2+ photocages. DPAdeCageOMe has a high quantum yield and exhibits other photophysical properties comparable to XDPAdeCage ({bis[(2-pyridyl)methyl]amino}(9-oxo-2-xanthenyl) acetic acid), the best perforiming Zn2+ photocage reported to date. Since the synthesis of DPAdeCageOMe is more straightforward than XDPACage, the new photocage will be a highly competitive tool for biological applications.

scholarly journals Energy Transfer Between Eu3+ and Nd3+ in Near-Infrared Emitting β-Triketonate Coordination Polymers

2018 ◽  
Author(s):  
Laura Abad Galán ◽  
Alexandre Sobolev ◽  
Brian Skelton ◽  
Eli Zysman-Colman ◽  
Mark Ogden ◽  
...  
Keyword(s):  
Energy Transfer ◽  
Coordination Polymers ◽  
Near Infrared ◽  
Photophysical Properties ◽  
Coordination Complex ◽  
Luminescence Properties ◽  
Quantum Yields ◽  
High Quantum

Isomorphous<i>β</i>-triketonate-based lanthanoid polymers containing tris(4-methylbenzoyl)methanide (<b>mtbm</b>) and Rb<sup>+</sup>with formula,{[Ln(Rb)(<b>mtbm</b>)<sub>4</sub>]<sub>2</sub>}<i><sub>n </sub></i>(Ln = Eu<sup>3+ </sup>and Nd<sup>3+</sup>) have been synthesised and structurally characterised. The photophysical properties for the Nd<sup>3+</sup>complex presented long lifetimes and relatively high quantum yields in comparison with analogous <i><u>β</u></i>-diketonate complexes. Mixed lanthanoid complexes were also formed and their luminescence properties studied, with effective sensitisation of the <sup>4</sup>F<sub>3/2 </sub>of<sub></sub> Nd<sup>3+ </sup>via the <sup>5</sup>D<sub>0 </sub>of Eu<sup>3+</sup>, which is to the best of our knowledge the first example of Eu<sup>3+</sup>to Nd<sup>3+</sup>sensitisation in a coordination complex or polymer.<br>

Conjugated-linker dependence of the photophysical properties and electronic structure of chlorin dyads

2021 ◽  
pp. A-Y
Author(s):  
Hyun Suk Kang ◽  
Andrius Satraitis ◽  
Adam Meares ◽  
Ganga Viswanathan Bhagavathy ◽  
James R. Diers ◽  
...  
Keyword(s):  
Electronic Structure ◽  
Excited State ◽  
Photophysical Properties ◽  
Bathochromic Shift ◽  
Fluorescence Yield ◽  
Quantum Yields ◽  
Design Strategies ◽  
Long Wavelength ◽  
Fluorescence Quantum Yields ◽  
Wavelength Absorption

The synthesis, photophysical properties and electronic structure of seven new chlorin dyads and associated benchmark monomers are described. Each dyad contains two identical chlorins linked at the macrocycle [Formula: see text]-pyrrole 13-position. The extent of electronic communication between chlorin constituents depends on the nature of the conjugated linker. The communication is assessed by modification of prominent ground-state absorption and redox properties, rate constants and yields of excited-state decay processes, and molecular-orbital characteristics. Relative to the benchmark monomers, the chlorin dyads in toluene exhibit a substantial bathochromic shift of the long-wavelength absorption band (30 nm average), two-fold increased radiative rate constant [average (10 ns)[Formula: see text] vs. (22 ns)[Formula: see text]], reduced singlet excited-state lifetimes (average 5.0 ns vs. 8.2 ns), and increased fluorescence quantum yields (average 0.56 vs. 0.42). The excited-state lifetime and fluorescence yield for the chlorin dyad with a benzothiadiazole linker are reduced substantially in benzonitrile vs. toluene due largely to [Formula: see text]25-fold accelerated internal conversion. The results aid design strategies for molecular architectures that may find utility in solar-energy conversion and photomedicine.

scholarly journals Impact of The Arylation of N-Bridged Annulated BODIPY Dyes In Photophysical Properties

2021 ◽  
Author(s):  
Rodrigo Brito Mello ◽  
Flavio da Silva Emery
Keyword(s):  
Chemical Modification ◽  
Photophysical Properties ◽  
Molecular Properties ◽  
Quantum Yields ◽  
Absorption Properties ◽  
Ring Fusion ◽  
High Quantum

Abstract Functionalization of BODIPY dyes is commonly used to modulate photophysical properties. Among the chemical modification of these dyes, ring fusion indifferent faces of dipyrromethene cores is gaining attention in the literature, due to the modulation ofemission/absorption properties and fluorophores with increased bright. N-bridged annulated BODIPYs were recently synthesized and shows intense bright and blu shifted emission. However, few examples of substituted compounds are described and none involving arylation with extention of the p-conjugation. In this manuscript, it is shown an optimized method for the synthesis of N-bridged annulated BODIPYs, including arylated derivatives, and the studies of molecular properties. It is also shown that fluorinated aryl substituted N-bridged annulated BODIPYs show high quantum yields and are red-shifted compared to unsubstituted examples. The work open opportunities for application of the new developed compounds as probes.

scholarly journals Pyrrolylquinoline-BF2 and BPh2 BODIPY-Type Analogues: Synthesis, Structural Analysis and Photophysical Properties

Crystals ◽  
2021 ◽  
Vol 11 (9) ◽  
pp. 1103
Author(s):  
Abdulrahman A. Alsimaree ◽  
Omar M. Alatawi ◽  
Paul G. Waddell ◽  
David P. Day ◽  
Nawaf I. Alsenani ◽  
...  
Keyword(s):  
Energy Gap ◽  
Photophysical Properties ◽  
Stokes Shift ◽  
Quantum Yields ◽  
Lumo Energy ◽  
Boron Chelates ◽  
Long Wavelength ◽  
Wavelength Absorption ◽  
Wavelength Emission ◽  
Homo Lumo

Two new pyrrolylquinoline-substituted heteroaromatic-containing compounds bearing a central boron bridge have been prepared by a short, high-yielding sequence consisting of Suzuki-coupling of 8-bromoquinoline and N-Boc 2-pyrroleboronic acid, thermolytic tert-butyloxycarbonyl deprotection, and subsequent boron chelation (either using boron trifluoride or triphenylborane). Both derivatives display longer wavelength absorption maxima (λabsmax) than a previously reported indolopyridine-BPh2 analogue, in agreement with the smaller HOMO-LUMO energy gap predicted by DFT quantum chemical calculations. Both of the pyrrolylquinoline-boron chelates display weak emission (quantum yields 0.3–0.9%) and the BPh2 complex displays a very broad, long-wavelength emission (λemmax = 715 nm, MeCN), which may be due to dimer emission and results in a large pseudo-Stokes’ shift (7753 cm−1) for this compound.

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