- Luminescent Carbazole-Based EuIII and YbIII Complexes with a High Two-Photon Absorption Cross-Section Enable Viscosity Sensing in the Visible and near IR with One- And Two-Photon Excitation
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The newly synthesized EuIII and YbIII complexes with the new carbazole-based ligands CPAD2- and CPAP4- display the characteristic long-lived metal-centered emission upon one- and two-photon excitation. The EuIII complexes show the expected narrow emission bands in the red region, with emission lifetimes between 0.382 and 1.464 ms and quantum yields between 2.7% and 35.8%, while the YbIII complexes show the expected emission in the NIR region, with emission lifetimes between 0.52 and 37.86 μs and quantum yields between 0.028% and 1.12%. Two-photon absorption cross sections (σ2PA) as high as 857 GM were measured for the two ligands. The complexes showed a strong dependence of the one- and two-photon sensitized emission intensity on solvent viscosity in the range of 0.5-200 cP in the visible and NIR region.
- De Bettencourt-Dias, Ana,Fetto, Natalie R.,Monteiro, Jorge H. S. K.,Tucker, Matthew J.
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supporting information
p. 3193 - 3199
(2020/03/19)
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- WATER-SOLUBLE TRIAZAPYRIDINOPHANE-BASED COMPLEXING AGENTS AND CORRESPONDING FLUORESCENT LANTHANIDE COMPLEXES
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The invention relates to complexing agents of formula (I) in which A1, A2, A3 and R1 are as defined in the description. The invention also relates to lanthanide complexes obtained from said complexing agents. The invention can be used for marking biological molecules.
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Paragraph 0081
(2019/01/04)
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- Synthesis and Hydrolysis of 4-Chloro-PyMTA and 4-Iodo-PyMTA Esters and Their Oxidative Degradation with Cu(I/II) and Oxygen
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We disclose the syntheses of ethyl and tert-butyl esters of 4-chloro-PyMTA and 4-iodo-PyMTA from the commercially available chelidamic acid monohydrate in 39-67% overall yield. Additionally, ester hydrolyses with aqueous NaOH (ethyl esters) or trifluoroacetic acid (tert-butyl esters) are reported. The resulting materials contain 4-halo-PyMTA in mixture with partially deprotonated or partially protonated 4-halo-PyMTA. The ligand content expressed as the content of the common structural motifs of the present species, namely [PyMTA - 4 H+4- (basic hydrolysis) and PyMTA (acidic hydrolysis), was determined to be 90-94 wt % by1H NMR spectroscopy using maleic acid as an internal standard. The tert-butyl esters were easily hydrolyzed with aqueous alkali hydroxide, with a decreasing rate in the series NaOH, KOH, LiOH. This finding indicates a Lewis acid assisted ester cleavage with the Na+ ion fitting best to the multidentate ligand. Unexpectedly, PyMTA esters are incompatible with Cu(I/II) salts in the presence of oxygen. Under these conditions, one of the two aminomethyl groups is converted into a formyl group. This reaction not only limits the application of Cu(I/II)-catalyzed reactions but also necessitates trapping of any copper ions (e.g., with a metal ion scavenger) before the material is exposed to oxygen.
- Qi, Mian,Hülsmann, Miriam,Godt, Adelheid
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p. 3773 - 3784
(2016/10/30)
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- A catenane assembled through a single charge-assisted halogen bond
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Getting connected: The formation of pseudorotaxane assemblies between a designed macrocyclic halogen bonding (XB) acceptor (red in scheme) and a series of XB donor threading components was templated by a single halogen bond. The strength of the XB assembly between the pyridine macrocycle and iodopyridinium thread was utilized in the ring-closing metathesis clipping synthesis of a [2]catenane. Copyright
- Gilday, Lydia C.,Lang, Thomas,Caballero, Antonio,Costa, Paulo J.,Felix, Vitor,Beer, Paul D.
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supporting information
p. 4356 - 4360
(2013/05/22)
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- NOVEL LUMINESCENT LANTHANIDE CHELATES WITH ENHANCED EXCITATION PROPERTIES
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The present application discloses a luminescent lanthanide chelate comprising one or more chromophoric moieties of the formula (I) or of the formula (III) wherein R1, R2 and R2* each independently are selected from carbon-containing substituents forming a C—O bond with the neighbouring oxygen atom, R3 and R4 each represent a bond between the chromophoric moiety and other moieties of the chelate, and Ln3+ is a lanthanide ion, as well as the corresponding luminescence lanthanide chelating ligand. The application also discloses a detectable molecule comprising a biospecific binding reactant (such as an antibody) conjugated to the luminescent lanthanide chelate as well as a method of carrying out a biospecific binding assay, the use of such a detectable molecule in a specific bioaffinity based binding assay utilizing time-resolved fluorometric determination of a specific luminescence, and a solid support material conjugated with the luminescent lanthanide chelate.
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Paragraph 0092
(2013/07/25)
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- Concave pyridines with extended π-systems
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New 4-substituted concave pyridines 1b-d have been synthesised as precursors to allow extension of the pyridine π-system. With the Sonogashira coupling as the key synthetic step, the 4-iodo pyridine 1c was coupled with phenylacetylene (11) to give 1g in 77% yield. Because of its conjugated π system, the new concave pyridine 1g has UV absorption maxima at λmax1 = 286 nm and λmax2 = 303 nm with εmax1 = 43300 Lmol-1cm-1 and εmax2 = 39300 Lmol-1cm-1, respectively, allowing its potential application as a sensor. ( Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002).
- Storm, Ole,Luening, Ulrich
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p. 3680 - 3685
(2007/10/03)
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- Synthesis of 4-(Phenylethynyl)-2,6-bispyridine
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The synthesis of 4-(phenylethynyl)-2,6-bispyridine is described.Two separate routes were investigated to reach the key intermediate 4-bromo-2,6-bis(bromomethyl)pyridine.
- Takalo, Harri,Pasanen, Paavo,Kankare, Jouko
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p. 373 - 377
(2007/10/02)
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