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Search for "quantum yield" in Full Text gives 198 result(s) in Beilstein Journal of Organic Chemistry.

Rational design of boron-dipyrromethene (BODIPY) reporter dyes for cucurbit[7]uril

  • Mohammad A. Alnajjar,
  • Jürgen Bartelmeß,
  • Robert Hein,
  • Pichandi Ashokkumar,
  • Mohamed Nilam,
  • Werner M. Nau,
  • Knut Rurack and
  • Andreas Hennig

Beilstein J. Org. Chem. 2018, 14, 1961–1971, doi:10.3762/bjoc.14.171

Graphical Abstract
  • fluorescence from biological samples, and it would have a high fluorescence quantum yield in either bound or unbound state with a large difference in fluorescence intensity between both. In addition, a tuneable hydrophobicity to render the dye–CB complex membrane permeable or not, and a tuneable affinity for
  • protonated, or at high pH values above the pKa value of the BODIPY•CB7 complex (see below) had no effect on the spectroscopic properties of the dyes. For example, the fluorescence quantum yield of 2 was identical in absence and presence of CB7 at pH 1.5. At intermediate pH values, however, the fluorescence
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Published 30 Jul 2018

Synthesis of 9-arylalkynyl- and 9-aryl-substituted benzo[b]quinolizinium derivatives by Palladium-mediated cross-coupling reactions

  • Siva Sankar Murthy Bandaru,
  • Darinka Dzubiel,
  • Heiko Ihmels,
  • Mohebodin Karbasiyoun,
  • Mohamed M. A. Mahmoud and
  • Carola Schulzke

Beilstein J. Org. Chem. 2018, 14, 1871–1884, doi:10.3762/bjoc.14.161

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  • ][65][66]. The effect of the donor substituent on the emission quenching was supported by the strong increase of the emission quantum yield of 2c upon protonation of the amino group, that is, by the transformation of the donor to an acceptor substituent (Figure 5) [34]. Considering the water solubility
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Published 23 Jul 2018

Synthesis and photophysical studies of a multivalent photoreactive RuII-calix[4]arene complex bearing RGD-containing cyclopentapeptides

  • Sofia Kajouj,
  • Lionel Marcelis,
  • Alice Mattiuzzi,
  • Adrien Grassin,
  • Damien Dufour,
  • Pierre Van Antwerpen,
  • Didier Boturyn,
  • Eric Defrancq,
  • Mathieu Surin,
  • Julien De Winter,
  • Pascal Gerbaux,
  • Ivan Jabin and
  • Cécile Moucheron

Beilstein J. Org. Chem. 2018, 14, 1758–1768, doi:10.3762/bjoc.14.150

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  • luminescence lifetime and determined the quantum yield of luminescence under air and argon atmosphere for conjugate 9 and reference [Ru(TAP)2phen]2+ in water with 5% DMSO in order to avoid any formation of aggregates. The data gathered in Table 1 clearly indicate that the tethering of the [Ru(TAP)2phen]2
  • ). Emission quantum yields were determined by integrating the corrected emission spectra over the frequencies. [Ru(bpy)3]2+ in water under air was chosen as the standard luminophore (quantum yield of 0.042 under argon). The luminescence lifetimes were measured by the time-correlated single photon counting (TC
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Published 16 Jul 2018

Recent advances in phosphorescent platinum complexes for organic light-emitting diodes

  • Cristina Cebrián and
  • Matteo Mauro

Beilstein J. Org. Chem. 2018, 14, 1459–1481, doi:10.3762/bjoc.14.124

Graphical Abstract
  • tuneable over the entire visible spectrum and beyond; together with compounds with photoluminescence quantum yield (PLQY) approaching unity. These peculiar features have greatly fuelled the still growing interest in luminescent TMCs for its potential employment in applications and real-market technology
  • properties (Figure 6) [37]. The intermolecular interaction was finely tuned as a function of the steric hindrance of the acac-type ancillary ligand, which had a profound impact on the emission quantum yield. Characterization of the electroluminescence performances of these complexes in mixed-matrix OLED led
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Published 18 Jun 2018

D–A–D-type orange-light emitting thermally activated delayed fluorescence (TADF) materials based on a fluorenone unit: simulation, photoluminescence and electroluminescence studies

  • Lin Gan,
  • Xianglong Li,
  • Xinyi Cai,
  • Kunkun Liu,
  • Wei Li and
  • Shi-Jian Su

Beilstein J. Org. Chem. 2018, 14, 672–681, doi:10.3762/bjoc.14.55

Graphical Abstract
  • property according to the energy gap law [16] as vibrational relaxation and intersystem crossing (IC) processes can consume the energy in S1, leading to increased nonradiative deactivation [17], reduced PL quantum yield, and thus reduced singlet exciton utilization. On the contrary, the geometry of 2 is
  • -1,1’-biphenyl (CBP) were vacuum co-deposited at a concentration of 8 wt % for photoluminescence quantum yield (PLQY) and time-resolved transient photoluminescence decay measurements. The concentration of the doped films was optimized to ensure complete energy transfer between the host and the guest
  • [5][7][16]. where kr, knr, kisc, and krisc represent the rate constant of radiative, nonradiative, intersystem crossing and reverse intersystem crossing, respectively; Φ, ΦPF, ΦTADF, τPF and τTADF represent the photoluminescence quantum yield, quantum yield of the prompt component, quantum yield of
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Published 22 Mar 2018

Enhanced quantum yields by sterically demanding aryl-substituted β-diketonate ancillary ligands

  • Rebecca Pittkowski and
  • Thomas Strassner

Beilstein J. Org. Chem. 2018, 14, 664–671, doi:10.3762/bjoc.14.54

Graphical Abstract
  • β-diketonates on the emission properties of C^C* cyclometalated complexes, employing the unsubstituted methyl-phenyl-imidazolium ligand. The quantum yield was significantly enhanced by changing the auxiliary ligand from acetylacetonate, where the corresponding platinum(II) complex shows only a very
  • ) complex; quantum yield; Introduction Highly luminescent platinum(II) complexes have successfully been applied for lighting applications such as organic light emitting diodes (OLEDs) [1][2][3][4][5][6]. Although OLEDs are already widely used, the development of stable and efficient blue devices remains
  • groups as substituents in acetylacetonate (acac) auxiliary ligands can have a positive influence on the emission properties of platinum(II) phosphors [35][36][37][38]. The use of mesityl and duryl groups enhanced the quantum yield of platinum complexes with a variety of C^C* cyclometalating ligands [18
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Published 21 Mar 2018

Investigating radical cation chain processes in the electrocatalytic Diels–Alder reaction

  • Yasushi Imada,
  • Yohei Okada and
  • Kazuhiro Chiba

Beilstein J. Org. Chem. 2018, 14, 642–647, doi:10.3762/bjoc.14.51

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  • ion chain processes. As an early example, Bauld estimated the chain lengths of cyclodimerizations of cyclohexadiene and trans-anethole (1) [18]. More recently, Yoon has established a straightforward method to estimate the chain length of photoredox processes using the combination of quantum yield and
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Published 16 Mar 2018

Recent advances on organic blue thermally activated delayed fluorescence (TADF) emitters for organic light-emitting diodes (OLEDs)

  • Thanh-Tuân Bui,
  • Fabrice Goubard,
  • Malika Ibrahim-Ouali,
  • Didier Gigmes and
  • Frédéric Dumur

Beilstein J. Org. Chem. 2018, 14, 282–308, doi:10.3762/bjoc.14.18

Graphical Abstract
  • reducing the global energy demand on Earth, two parameters govern the power consumption of OLEDs, namely the quantum yield of luminescence of the light emitting material and the device stacking. Indeed, the driving voltage of OLEDs is highly sensitive to the thickness of the different layers, the charge
  • the light-emitting ability of the emitter, which is directly related to the nature, and the photoluminescence quantum yield (PLQY) of the emitter. Based on spin statistics, upon electrical excitation, singlet and triplet excitons are formed in a 1:3 ratio [4]. In the case of fluorescent materials
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Published 30 Jan 2018

Fluorogenic PNA probes

  • Tirayut Vilaivan

Beilstein J. Org. Chem. 2018, 14, 253–281, doi:10.3762/bjoc.14.17

Graphical Abstract
  • into PNA, these PhpC derivatives exhibited a bright blue fluorescence with large fluorescence quantum yield (0.5–0.6), which can be useful for monitoring the cellular uptake and distribution of PNA [192]. In addition, the fluorescence was responsive to the base pairing, where up to 60% quenching was
  • observed upon duplex formation with DNA or RNA. The fused ring fluorescence cytosine analogue 5,6-benzo-pC gave a large Stokes shift (113 nm) and good quantum yield (0.79) as a monomer. Unfortunately, severe fluorescence quenching was observed upon incorporation of this monomer into PNA sequences and no
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Published 29 Jan 2018

Synthesis and spectroscopic properties of β-meso directly linked porphyrin–corrole hybrid compounds

  • Baris Temelli and
  • Hilal Kalkan

Beilstein J. Org. Chem. 2018, 14, 187–193, doi:10.3762/bjoc.14.13

Graphical Abstract
  • quantum yield properties of the new hybrid compounds are promising for many applications such as organic optoelectronics or biological imaging. Conclusion In summary, we have synthesized the first examples of β-porphyrin, meso-corrole substituted directly linked porphyrin–corrole hybrid compounds via a
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Published 22 Jan 2018

Fluorescent nucleobase analogues for base–base FRET in nucleic acids: synthesis, photophysics and applications

  • Mattias Bood,
  • Sangamesh Sarangamath,
  • Moa S. Wranne,
  • Morten Grøtli and
  • L. Marcus Wilhelmsson

Beilstein J. Org. Chem. 2018, 14, 114–129, doi:10.3762/bjoc.14.7

Graphical Abstract
  • be seen in Equation 2 the Förster distance depends on the quantum yield of the donor (ΦD), the donor/acceptor spectral overlap integral (JDA, overlap between energies of donor emission and acceptor absorption envelope), the refractive index of the medium (n), and importantly the geometric factor (κ
  • we found qAN1 to be a promising candidate as a FRET donor due to its high quantum yield of 0.18 (vide infra) [55]. To develop an adenine acceptor for qAN1, a similar approach as for the tricyclic cytosines was performed, i.e., the introduction of a nitro functionality in the outer ring of qA. In an
  • , tC shows high and stable quantum yields (around 20%) both in monomeric form, in single- as well as in double-stranded DNA [29][30]. The quantum yield of tCO in different environments is even higher than those of tC [31]. While slightly dependent on the neighboring base environment they are still very
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Published 10 Jan 2018

Halogen-containing thiazole orange analogues – new fluorogenic DNA stains

  • Aleksey A. Vasilev,
  • Meglena I. Kandinska,
  • Stanimir S. Stoyanov,
  • Stanislava B. Yordanova,
  • David Sucunza,
  • Juan J. Vaquero,
  • Obis D. Castaño,
  • Stanislav Baluschev and
  • Silvia E. Angelova

Beilstein J. Org. Chem. 2017, 13, 2902–2914, doi:10.3762/bjoc.13.283

Graphical Abstract
  • and the highest fluorescence intensity in presence of dsDNA on the other, which determines the highest fluorescence enhancement factor of 454 for this compound. The latter value (454) is practically identical to that of the reference TO (458), but the fluorescence quantum yield measured for 5a is
  • twice as high as that of TO-7Cl, which can be ascribed to the effect of the benzyl substituent. While the chloro substituent itself leads to a decrease of the relative fluorescent quantum yield (62% for TO-7Cl compared to TO), the benzyl group in 5a increases it two fold, making 5a almost 30% brighter
  • presence of dsDNA, calculated fluorescence enhancement factor () and relative fluorescence quantum yield in presence of dsDNA with respect to TO. TDDFT/PBE0 excitation energies (eV), wavelengths (nm) (in parentheses), oscillator strength f, HOMO and LUMO energies and energy differences (HOMO–LUMO gap) (eV
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Published 28 Dec 2017

Development of a fluorogenic small substrate for dipeptidyl peptidase-4

  • Futa Ogawa,
  • Masanori Takeda,
  • Kanae Miyanaga,
  • Keita Tani,
  • Ryuji Yamazawa,
  • Kiyoshi Ito,
  • Atsushi Tarui,
  • Kazuyuki Sato and
  • Masaaki Omote

Beilstein J. Org. Chem. 2017, 13, 2690–2697, doi:10.3762/bjoc.13.267

Graphical Abstract
  • quantum yield to 0.03. In spectroscopic terms, the fluorescence emission peaks of these compounds red-shifted with increasing TFPE substitution. Additionally, a large Stokes shift was observed for 1, which is important in view of the biomedical use of fluorescent compounds. Next, we changed the solvent
  • from THF to H2O/DMSO (9:1) as shown in Figure 2 and Table 3. The fluorescence quantum yield of a fluorophore generally decreases significantly in an aqueous solvent because of release of energy in the excited state of the fluorophore by forming hydrogen bonds with water. However, in the cases of 1 and
  • 3, the decreases in the fluorescence quantum yield were small, namely 0.27 and 0.20, respectively. This is reasonable for 1 and 3 because the oxygen-free TFPE group is less likely to form hydrogen bonds, even in aqueous solution. Additionally, the emission peak of 1 is red-shifted from 436 to 461 nm
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Published 14 Dec 2017

Pyrene–nucleobase conjugates: synthesis, oligonucleotide binding and confocal bioimaging studies

  • Artur Jabłoński,
  • Yannic Fritz,
  • Hans-Achim Wagenknecht,
  • Rafał Czerwieniec,
  • Tytus Bernaś,
  • Damian Trzybiński,
  • Krzysztof Woźniak and
  • Konrad Kowalski

Beilstein J. Org. Chem. 2017, 13, 2521–2534, doi:10.3762/bjoc.13.249

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  • emission band overlaps with the S1 ← S0 absorption band at 375 nm which is the E00, the energy that is gained by excitation. In degassed solution, the emission decays with a decay constant of τf = 160 ns at a quantum yield of f = 40%. These values correspond to a fluorescence rate kf = f/τf = 2.5 × 106 s−1
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Published 28 Nov 2017

One-pot syntheses of blue-luminescent 4-aryl-1H-benzo[f]isoindole-1,3(2H)-diones by T3P® activation of 3-arylpropiolic acids

  • Melanie Denißen,
  • Alexander Kraus,
  • Guido J. Reiss and
  • Thomas J. J. Müller

Beilstein J. Org. Chem. 2017, 13, 2340–2351, doi:10.3762/bjoc.13.231

Graphical Abstract
  • character, as supported by the influence of the remote polar substitution (Figure 7). Interestingly, compound 4a, which has a fluorescence quantum yield Φf of less than 0.01 in dichloromethane solution, experiences an over eightfold increase to 0.08 in the solid state emission as determined from the powder
  • ]-naphthaleneimide 5, which is only weakly luminescent, the pentacycle 6 displays a relative enhancement of the greenish emission at 500 nm by a factor of 340 (relative to compound 4a, Figure 8) and can be quantified with a fluorescence quantum yield of 0.10 (Table 6, entry 12). Conclusion 3-Arylpropiolic acids can
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Published 03 Nov 2017

Synthesis and photophysical properties of novel benzophospholo[3,2-b]indole derivatives

  • Mio Matsumura,
  • Mizuki Yamada,
  • Atsuya Muranaka,
  • Misae Kanai,
  • Naoki Kakusawa,
  • Daisuke Hashizume,
  • Masanobu Uchiyama and
  • Shuji Yasuike

Beilstein J. Org. Chem. 2017, 13, 2304–2309, doi:10.3762/bjoc.13.226

Graphical Abstract
  • , parent phosphole 3 showed narrow absorption peaks at 320, 343, and 357 nm. Additionally, these compounds exhibited very little solvent dependence (see Supporting Information File 1, Figure S2). Phosphine oxide 4 exhibited blue fluorescence with the maximum emission (λem) at 450 nm. The quantum yield
  • fluorescence properties with respect to the intensity. Complex 9 exhibited a high quantum yield (Ф = 75%), while complex 8 exhibited a weak emission (Ф = 11%). In these fluorescence spectra of compounds 4–7, a vibronic band was detected as a shoulder peak around 530 nm. In the case of phosphonium cation 7, the
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Published 30 Oct 2017

Synthesis and application of trifluoroethoxy-substituted phthalocyanines and subphthalocyanines

  • Satoru Mori and
  • Norio Shibata

Beilstein J. Org. Chem. 2017, 13, 2273–2296, doi:10.3762/bjoc.13.224

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  • laser only to the target tumor cells. The features of ideal PDT agents include, among others: i) strong absorption in the red wavelength region; ii) non-aggregation property; iii) high biocompatibility; iv) good selectivity to cancer cells; v) high quantum yield of singlet oxygen [96]. Since the PDT
  • and H-subPc heterodimer. Since the UV–vis spectra of a heterodimer are the sum of the absorption spectra of the respective units, it is suggested that each unit has an independent π-conjugate system. On the other hand, the fluorescence quantum yield decreased as a whole and the fluorescence derived
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Published 27 Oct 2017

BODIPY-based fluorescent liposomes with sesquiterpene lactone trilobolide

  • Ludmila Škorpilová,
  • Silvie Rimpelová,
  • Michal Jurášek,
  • Miloš Buděšínský,
  • Jana Lokajová,
  • Roman Effenberg,
  • Petr Slepička,
  • Tomáš Ruml,
  • Eva Kmoníčková,
  • Pavel B. Drašar and
  • Zdeněk Wimmer

Beilstein J. Org. Chem. 2017, 13, 1316–1324, doi:10.3762/bjoc.13.128

Graphical Abstract
  • experienced increased attention in chemistry [6][7][8][9][10] and life science applications [11][12][13]. On the grounds of high fluorescence quantum yield, narrow spectral characteristics, and sufficient chemical stability, BODIPYs have been utilized for example as laser dyes, tags of small organic molecules
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Published 04 Jul 2017

Energy down converting organic fluorophore functionalized mesoporous silica hybrids for monolith-coated light emitting diodes

  • Markus Börgardts and
  • Thomas J. J. Müller

Beilstein J. Org. Chem. 2017, 13, 768–778, doi:10.3762/bjoc.13.76

Graphical Abstract
  • quantum yield of 4.6% upon irradiation at 410 nm. Furthermore, as a proof of concept two different device setups of commercially available UV light emitting diodes, are coated with silica monoliths containing the three triethoxysilylpropyl-substituted fluorophore derivatives. These coatings are able to
  • synthesized materials with the corresponding dye loading and solid state quantum yields are summarized in Table 1. Especially for the Nile red-functionalized hybrid materials the highest quantum yield of 23% was obtained at a low dye loading of 1.5 μmol·g−1 (8@MCM-2). A further increase of Nile red loading
  • molecules to the silica matrix, intermolecular energy transfer causing losses in quantum yield can be expected at higher dye loadings. Likewise, for the perylene and benzofurazane-functionalized hybrid materials 9@MCM-3 and 10@MCM-6 similar dye loadings in the lower μmol·g−1 range were ascertained for
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Published 25 Apr 2017

Novel β-cyclodextrin–eosin conjugates

  • Gábor Benkovics,
  • Damien Afonso,
  • András Darcsi,
  • Szabolcs Béni,
  • Sabrina Conoci,
  • Éva Fenyvesi,
  • Lajos Szente,
  • Milo Malanga and
  • Salvatore Sortino

Beilstein J. Org. Chem. 2017, 13, 543–551, doi:10.3762/bjoc.13.52

Graphical Abstract
  • the visible region of the conjugate is similar to that of the free dye, ruling out any relevant aggregation phenomena. This hypothesis was well confirmed by the fluorescence emission spectrum, which exhibits an intense band maximum at 550 nm. The fluorescence quantum yield was Φf = 0.20, which is very
  • window [30]. As shown in Figure 8, excitation of the conjugate 2–β-CD with visible green light generates the characteristic luminescence signals with a maximum at ca. 1270 nm analogously to what observed for free dye 2. We obtained a 1O2 quantum yield ΦΔ = 0.47, that is very similar to that of the free
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Published 15 Mar 2017

Interactions between photoacidic 3-hydroxynaphtho[1,2-b]quinolizinium and cucurbit[7]uril: Influence on acidity in the ground and excited state

  • Jonas Becher,
  • Daria V. Berdnikova,
  • Darinka Dzubiel,
  • Heiko Ihmels and
  • Phil M. Pithan

Beilstein J. Org. Chem. 2017, 13, 203–212, doi:10.3762/bjoc.13.23

Graphical Abstract
  • intensity of naphthoquinolizinium 2 is weak in water, MeOH, EtOH or acetone (Φfl ≤ 0.02), whereas the emission quantum yield in acetonitrile is significantly higher (Φfl = 0.34). The positions of the emission maxima do not change largely with the solvent and lie between 450 nm (EtOH) and 459 nm (MeOH). Most
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Published 01 Feb 2017

A postsynthetically 2’-“clickable” uridine with arabino configuration and its application for fluorescent labeling and imaging of DNA

  • Heidi-Kristin Walter,
  • Bettina Olshausen,
  • Ute Schepers and
  • Hans-Achim Wagenknecht

Beilstein J. Org. Chem. 2017, 13, 127–137, doi:10.3762/bjoc.13.16

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  • array of doubly modified DNA duplexes was screened by their emission color contrast C = IAc/IDo (fluorescence intensity near maximum of acceptor divided by fluorescence intensity near maximum of donor) and for the fluorescence quantum yield ΦF in the range of the acceptor emission (Table 2). The
  • few excemptions; especially the combination DNA2aD4–DNA3aD8 yields a red-to-green contrast of 83 compared to 45 in case of the ribo-configured DNA2rD4–DNA3rD8. Additionally, the fluorescence quantum yield was improved from 39% to 53%. The dye combination D2/D8 nicely demonstrates the effect of the
  • combination DNA2aD1–DNA3rD5 revealed a yellow-to-blue contrast of 198 and a quantum yield of 61%. For the blue–red emitting dye combinations the highest red-to-blue contrast of 215 and the highest quantum yield of 71% is achieved in DNA2rD1–DNA3aD8. Finally, among the broadest array of green–red fluorophore
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Published 20 Jan 2017

Benzothiadiazole oligoene fatty acids: fluorescent dyes with large Stokes shifts

  • Lukas J. Patalag and
  • Daniel B. Werz

Beilstein J. Org. Chem. 2016, 12, 2739–2747, doi:10.3762/bjoc.12.270

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  • fluorescence quantum yields are known to be quite modest. For comparison, a prototypical pentaene motif exhibits a fluorescence quantum yield of 0.06 in EtOH [23]. Our fatty acids 11c and 11d, however, which can be regarded as terminally substituted pentaene derivatives, can still reach values of 0.18 in THF
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Published 14 Dec 2016

Synthesis and properties of fluorescent 4′-azulenyl-functionalized 2,2′:6′,2″-terpyridines

  • Adrian E. Ion,
  • Liliana Cristian,
  • Mariana Voicescu,
  • Masroor Bangesh,
  • Augustin M. Madalan,
  • Daniela Bala,
  • Constantin Mihailciuc and
  • Simona Nica

Beilstein J. Org. Chem. 2016, 12, 1812–1825, doi:10.3762/bjoc.12.171

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  • Abstract 4′-Azulenyl-substituted terpyridines were efficiently synthesized following the Kröhnke methodology via azulenylchalcone intermediates. These azulenyl-containing terpyridines showed fluorescent emission with a fluorescence quantum yield varying from 0.14, in the case of parent terpyridine, to 0.64
  • , comparably few fluorescent 4′-functionalized 2,2′:6′,2″-terpyridine derivatives have been reported [8]. It has been established that 2,2′:6′,2″-terpyridine has low quantum yield fluorescence [9] and significant emission can be achieved after specific modifications of the terpyridine core motif, especially by
  • fluorescence emission (0.14), the methyl substitution markedly improved the quantum yield to 0.64 (Table 3). Because the recording of the fluorescence spectra was performed under the same conditions for both compounds, the changes in the emission efficiency can be explained by the presence of a different
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Published 11 Aug 2016

Organic chemistry meets polymers, nanoscience, therapeutics and diagnostics

  • Vincent M. Rotello

Beilstein J. Org. Chem. 2016, 12, 1638–1646, doi:10.3762/bjoc.12.161

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  • had two limitations. The second issue we had was lack of choices in emission color – blue and green are easy, yellow is challenging, and getting a red conjugated polymer with a respectable quantum yield is nigh impossible. We had an idea, however, that we could use multi-channel sensing to increase
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Published 02 Aug 2016
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