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Search for "photophysical" in Full Text gives 267 result(s) in Beilstein Journal of Organic Chemistry. Showing first 200.

Synthesis, structural characterization, and optical properties of benzo[f]naphtho[2,3-b]phosphoindoles

  • Mio Matsumura,
  • Takahiro Teramoto,
  • Masato Kawakubo,
  • Masatoshi Kawahata,
  • Yuki Murata,
  • Kentaro Yamaguchi,
  • Masanobu Uchiyama and
  • Shuji Yasuike

Beilstein J. Org. Chem. 2021, 17, 671–677, doi:10.3762/bjoc.17.56

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  • benzonaphthophosphoindole planes (Figure 2b). The photophysical properties of the synthesized phospholes were evaluated. The corresponding data are shown in Figure 3 and Table 2. Parent compound 2 shows the absorption maximum (λmax) at 362 nm, which is longer than that of 2,2′-binaphthyl (λmax = 300 nm) [24]. The
  • ]. Unfortunately, the electrochemistry of some compounds could not be determined under the conditions available to us. Therefore, computational investigations are particularly useful for understanding the trends of the electrochemical and photophysical properties of molecular materials. Density functional theory
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Published 05 Mar 2021
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  • [28][29]. Results and Discussion We employed density functional theory (DFT) and TD-DFT calculations to predict the photophysical properties of these emitters in order to assess their potential as TADF emitters for OLEDs. All ground-state calculations were performed using PBE0/6-31G(d,p) in the gas
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Published 21 Jan 2021

Insight into functionalized-macrocycles-guided supramolecular photocatalysis

  • Minzan Zuo,
  • Krishnasamy Velmurugan,
  • Kaiya Wang,
  • Xueqi Tian and
  • Xiao-Yu Hu

Beilstein J. Org. Chem. 2021, 17, 139–155, doi:10.3762/bjoc.17.15

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  • materials that have been exploited for photocatalytic applications, including photocatalytic dye degradations and hydrogen evolution. To successfully perform supramolecular photocatalytic reactions, various photophysical and photochemical properties of the host–guest system need to be considered [4]: i) the
  • via photophysical analyses is relatively important. Hence, this review aims to summarize the photochemical transformation and catalytic reactivity of different guests within the various macrocyclic hosts of various sizes and shapes based on molecular recognition as well as the role of macrocyclic-host
  • various photocatalytic reactions, there are still several issues to be addressed: 1) To develop supramolecular photocatalytic systems, it is critical to have a thorough understanding of the photochemical and photophysical aspects of the reactions, such as the kinetic equilibrium constants, the reaction
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Published 18 Jan 2021

Tuning the solid-state emission of liquid crystalline nitro-cyanostilbene by halogen bonding

  • Subrata Nath,
  • Alexander Kappelt,
  • Matthias Spengler,
  • Bibhisan Roy,
  • Jens Voskuhl and
  • Michael Giese

Beilstein J. Org. Chem. 2021, 17, 124–131, doi:10.3762/bjoc.17.13

Graphical Abstract
  • fluoroiodoazobenzenes with varying fluorination degree at the iodobenzene moiety was used to investigate the impact of halogen bonding on the properties of the assemblies. Since cyanostilbene molecules are known to show aggregation-induced emission (AIE) behaviour the photophysical properties of the resulting
  • supramolecular entities in the solid state. This effect was also confirmed by the fluorescence behaviour (see paragraph on photophysical properties) and affects mainly the transition from the nematic to crystalline phase. In addition, it was observed that only assemblies with an odd number of carbon atoms in the
  • interactions and packing in the solid state and adds to the shift of the crystallisation temperature. Photophysical studies Recently, our group has shown that self-assembly provides an efficient way to tune fluorescence behaviour of liquid crystalline materials [21]. Phenolic thioethers showing aggregation
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Published 14 Jan 2021

Control over size, shape, and photonics of self-assembled organic nanocrystals

  • Chen Shahar,
  • Yaron Tidhar,
  • Yunmin Jung,
  • Haim Weissman,
  • Sidney R. Cohen,
  • Ronit Bitton,
  • Iddo Pinkas,
  • Gilad Haran and
  • Boris Rybtchinski

Beilstein J. Org. Chem. 2021, 17, 42–51, doi:10.3762/bjoc.17.5

Graphical Abstract
  • upon drying, as was evidenced by TEM and atom force microscopy. Photophysical studies, including femtosecond transient absorption spectroscopy, revealed a distinct influence of the ONC morphology on their photonic properties (excitation energy transfer was observed only in the high-aspect ONCs
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Published 06 Jan 2021

Synthesis, crystal structures and properties of carbazole-based [6]helicenes fused with an azine ring

  • Daria I. Tonkoglazova,
  • Anna V. Gulevskaya,
  • Konstantin A. Chistyakov and
  • Olga I. Askalepova

Beilstein J. Org. Chem. 2021, 17, 11–21, doi:10.3762/bjoc.17.2

Graphical Abstract
  • distortion angle of 50.5° is the smallest in the series. The photophysical properties of the synthesized [6]helicenes were compared to the parent carbazole-based [6]helicene. A spectrophotometric analysis of the quinoxaline-fused helicene displayed a moderate absorption red-shift (19 nm) and reduced optical
  • . Sonogashira coupling of compounds 7 with p-tolylacetylene. Acid-induced isomerization of compounds 9 into carbazole-based [6]helicenes 10. Comparison of X-ray data of the carbazole-based [6]helicenes (atomic numbering does not correspond to IUPAC nomenclature). Photophysical properties of carbazole-based [6
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Published 04 Jan 2021

Metal-free synthesis of biarenes via photoextrusion in di(tri)aryl phosphates

  • Hisham Qrareya,
  • Lorenzo Meazza,
  • Stefano Protti and
  • Maurizio Fagnoni

Beilstein J. Org. Chem. 2020, 16, 3008–3014, doi:10.3762/bjoc.16.250

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  • strong electron-donating substituents, especially when present in the para-position (see the case of 4a–c). Unfortunately, the unsymmetric biaryl 4e was detected in a very poor amount. To investigate the reaction mechanism, some photophysical parameters of compounds 1 and 3 were determined. All the
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Published 08 Dec 2020

Naphthalonitriles featuring efficient emission in solution and in the solid state

  • Sidharth Thulaseedharan Nair Sailaja,
  • Iván Maisuls,
  • Jutta Kösters,
  • Alexander Hepp,
  • Andreas Faust,
  • Jens Voskuhl and
  • Cristian A. Strassert

Beilstein J. Org. Chem. 2020, 16, 2960–2970, doi:10.3762/bjoc.16.246

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  • , the π-donor nature of the substituents on the phenyl ring constitutes the main parameter that influences the photophysical properties, such as excited state lifetimes and photoluminescence quantum yields. Hence, a series of highly luminescent materials from deep blue to red emission depending on
  • reports on the DSE behavior of 6,7-disubstituted naphthalene-2,3-dicarbonitrile derivatives so far. Herein we have designed and synthesized donor–acceptor (D–A) naphthalonitriles (NCNs) symmetrically γ-disubstituted with two p-functionalized phenyl moieties and investigated their photophysical properties
  • from pure organic solvents to water, in which aggregates are formed. Thus, the photophysical properties of all compounds were investigated in THF and in different ratios of THF/water to study aggregate dispersions at room temperature, and the aggregates were further analyzed by DLS. The results showed
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Published 02 Dec 2020

Styryl-based new organic chromophores bearing free amino and azomethine groups: synthesis, photophysical, NLO, and thermal properties

  • Anka Utama Putra,
  • Deniz Çakmaz,
  • Nurgül Seferoğlu,
  • Alberto Barsella and
  • Zeynel Seferoğlu

Beilstein J. Org. Chem. 2020, 16, 2282–2296, doi:10.3762/bjoc.16.189

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  • dicyanomethylene group as an acceptor and different para-substituted alkylamines as donors. Morever as a proton-sensitive group a pyridin-2-yl substituent was attached to the para-position of the phenyl moiety in both series of compounds. The photophysical properties of the dyes were examined in various solvents
  • azomethine group are one of the most widely used organic dyes because of their easy and cheap synthetic accessibility through various methodologies and suitable photophysical properties. In addition, they exhibit a broad range of biological activities such as antimicrobial, antifungal, antiviral, and
  • anticancer activity, to name a few. Moreover, Schiff bases bearing a salicylidene moiety are also used as chemosensors for sensing of specific ions. In addition, some derivatives also show NLO activity [25][34][35][36][37]. Herein, we report on the synthesis and full photophysical characterization of a
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Published 14 Sep 2020

Photosensitized direct C–H fluorination and trifluoromethylation in organic synthesis

  • Shahboz Yakubov and
  • Joshua P. Barham

Beilstein J. Org. Chem. 2020, 16, 2151–2192, doi:10.3762/bjoc.16.183

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  • cleavage reactions [80] and 1,5-HAT [81] and iii) the excited state of the simple organic molecule target can possess an ultrashort lifetime [82] that precludes photochemistry in favor of photophysical or nonradiative deactivation, e.g., fluorescence or internal conversion (IC). Instead of direct UV
  • photosensitized energy transfer: Photocatalysis, photochemical sensitization and photosensitization are very similar terms. The IUPAC gold book defines photosensitization as follows: “The process by which a photochemical or photophysical alteration occurs in one molecular entity as a result of the initial
  • . It is not our purpose to provide a detailed review on photosensitized energy transfer in organic synthesis, including a detailed account of the photophysical phenomena [105][116] nor is it our purpose to review C–H fluorinations accomplished by nonphotochemical methods or by photochemical methods
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Published 03 Sep 2020

Azo-dimethylaminopyridine-functionalized Ni(II)-porphyrin as a photoswitchable nucleophilic catalyst

  • Jannis Ludwig,
  • Julian Helberg,
  • Hendrik Zipse and
  • Rainer Herges

Beilstein J. Org. Chem. 2020, 16, 2119–2126, doi:10.3762/bjoc.16.179

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  • (6) concentration. Supporting Information Supporting Information File 460: General information, synthetic and photophysical procedures, and copies of NMR spectra. Acknowledgements We thank Dr. Florian Gutzeit for providing the substance for reference measurements (maximum shift of a fivefold
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Published 31 Aug 2020

Et3N/DMSO-supported one-pot synthesis of highly fluorescent β-carboline-linked benzothiophenones via sulfur insertion and estimation of the photophysical properties

  • Dharmender Singh,
  • Vipin Kumar and
  • Virender Singh

Beilstein J. Org. Chem. 2020, 16, 1740–1753, doi:10.3762/bjoc.16.146

Graphical Abstract
  • excellent light-emitting properties with quantum yields (ΦF) up to 47%. Keywords: benzothiophene; β-carboline; metal-free; photophysical properties; sulfur insertion; Introduction The pyrido[3,4-b]indole moiety, commonly referred as β-carboline, is the core unit of about one quarter of all natural
  • accelerate the transformation. Photophysical studies Fluorescence, offering a nondestructive exceptional technique to monitor a system of interest at the molecular level [70][71][72], has found wide-ranging applications in several research areas such as medicine, pharmaceutics, biology, environment, and food
  • of concentrations, a 4 µM concentration in CHCl3 was found to be optimal for the photophysical studies of the synthesized derivatives. The fluorescence quantum efficiency (ΦF) was measured relative to quinine sulfate (ΦR = 0.546 in 0.1 M H2SO4 under 350 nm excitation) as a reference compound. For the
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Published 20 Jul 2020

Clickable azide-functionalized bromoarylaldehydes – synthesis and photophysical characterization

  • Dominik Göbel,
  • Marius Friedrich,
  • Enno Lork and
  • Boris J. Nachtsheim

Beilstein J. Org. Chem. 2020, 16, 1683–1692, doi:10.3762/bjoc.16.139

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  • alkynes, exhibiting different degrees of steric demand, was performed in high efficiency. Finally, we investigated the photophysical properties of the azide-functionalized arenes and their covalently linked triazole derivatives to gain deeper insight towards the effect of these covalent linkers on the
  • *) character of the T2 state. Although phosphorescent organic compounds are well investigated with respect to their photophysical properties in the crystalline state, in solution or physically embedded in polymer matrices, there is a significant lack of possibilities [61] for their targeted covalent attachment
  • triazole 45 in 83% yield. Photophysical properties Finally, we examined the photophysical properties of both the azides and the triazoles. UV–vis absorption measurements of para-bromobenzaldehyde 3 and ortho-bromobenzaldehyde 4 as well as the corresponding triazoles 33–40 were conducted in chloroform
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Published 14 Jul 2020

Heterogeneous photocatalysis in flow chemical reactors

  • Christopher G. Thomson,
  • Ai-Lan Lee and
  • Filipe Vilela

Beilstein J. Org. Chem. 2020, 16, 1495–1549, doi:10.3762/bjoc.16.125

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  • has shifted the paradigms of photochemistry, opening new avenues of research with safer and scalable processes that can be readily implemented in academia and industry. Current state-of-the-art photocatalysts are homogeneous transition metal complexes that have favourable photophysical properties
  • , materials science, and physics, in addition to chemistry (Figure 1B). This reflects the multiplex nature of photocatalysis as it requires an advanced chemical and photophysical theory to rationalise its complex mechanisms, as well as skilled engineering and reactor design to overcome the limitations of
  • photophysical properties and surface structure of HPCats are more challenging to characterise and requires specialised techniques that are not readily available and often require multidisciplinary collaborations [44]. Additionally, the penetration of light through the bulk of the HPCat is difficult and can
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Published 26 Jun 2020

Photocatalysis with organic dyes: facile access to reactive intermediates for synthesis

  • Stephanie G. E. Amos,
  • Marion Garreau,
  • Luca Buzzetti and
  • Jerome Waser

Beilstein J. Org. Chem. 2020, 16, 1163–1187, doi:10.3762/bjoc.16.103

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Published 29 May 2020

Development of fluorinated benzils and bisbenzils as room-temperature phosphorescent molecules

  • Shigeyuki Yamada,
  • Takuya Higashida,
  • Yizhou Wang,
  • Masato Morita,
  • Takuya Hosokai,
  • Kaveendra Maduwantha,
  • Kaveenga Rasika Koswattage and
  • Tsutomu Konno

Beilstein J. Org. Chem. 2020, 16, 1154–1162, doi:10.3762/bjoc.16.102

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  • transition-metal-complex-based phosphores for biomedical and technological applications owing to their abundance and nontoxicity. This article discloses the design, synthesis, and photophysical properties of fluorinated benzil and bisbenzil derivatives as potential pure organic room-temperature
  • photophysical properties of the benzil and bisbenzil derivatives in toluene at 25 °C showed both fluorescence with a photoluminescence (PL) band at a maximum wavelength (λPL) of around 400 nm and phosphorescence with a PL band at a λPL of around 560 nm. Interestingly, intersystem crossing effectively caused
  • examined the synthesis of novel benzil- and bisbenzil-type molecules via oxidation of fluorinated and nonfluorinated bistolane derivatives and evaluated their photophysical properties in detail. Results and Discussion Synthesis This study was initiated with the synthesis of fluorinated bisbenzil
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Published 29 May 2020

Synthesis and properties of quinazoline-based versatile exciplex-forming compounds

  • Rasa Keruckiene,
  • Simona Vekteryte,
  • Ervinas Urbonas,
  • Matas Guzauskas,
  • Eigirdas Skuodis,
  • Dmytro Volyniuk and
  • Juozas V. Grazulevicius

Beilstein J. Org. Chem. 2020, 16, 1142–1153, doi:10.3762/bjoc.16.101

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  • , bearing a quinazoline unit as the acceptor core and carbazole, dimethyldihydroacridine, or phenothiazine donor moieties, were designed and synthesized in two steps including a facile copper-catalyzed cyclization and a nucleophilic aromatic substitution reaction. The photophysical properties of the
  • results of theoretical calculations which revealed that the HOMO and LUMO orbitals of the carbazole-substituted quinazoline compound 1 overlap. Photophysical and electronic properties Figure 4 shows the theoretical UV spectra and experimental absorption spectra of dilute THF solutions of compounds 1–3
  • the derivatives 1–3 correlated with electrochemically estimated ones and with the ionization potential values discussed above. The photophysical characteristics determined from the UV–vis absorption and photoluminescence spectra are collected in Table 2. The emission spectra of diluted toluene
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Published 28 May 2020

Synthesis of esters of diaminotruxillic bis-amino acids by Pd-mediated photocycloaddition of analogs of the Kaede protein chromophore

  • Esteban P. Urriolabeitia,
  • Pablo Sánchez,
  • Alexandra Pop,
  • Cristian Silvestru,
  • Eduardo Laga,
  • Ana I. Jiménez and
  • Carlos Cativiela

Beilstein J. Org. Chem. 2020, 16, 1111–1123, doi:10.3762/bjoc.16.98

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  • precursors of the photoconvertible chromophore of the Kaede protein, an imidazolone with outstanding photophysical properties [31][32][33][34][35][36][37][38]. It is clear from Figure 2b that the molecular skeleton contains different reactive functional groups, which offer a variety of structural
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Published 25 May 2020

Synthesis of novel multifunctional carbazole-based molecules and their thermal, electrochemical and optical properties

  • Nuray Altinolcek,
  • Ahmet Battal,
  • Mustafa Tavasli,
  • William J. Peveler,
  • Holly A. Yu and
  • Peter J. Skabara

Beilstein J. Org. Chem. 2020, 16, 1066–1074, doi:10.3762/bjoc.16.93

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  • component), whereas the link by conjugation between the same functionalities in 7a is missing. The resulting stronger ICT component in 7b explains the big difference in photophysical properties. Experimental All reagents were standard reagent grade and purchased from Sigma-Aldrich, Merck and Alfa Aesar
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Published 19 May 2020

Aryl-substituted acridanes as hosts for TADF-based OLEDs

  • Naveen Masimukku,
  • Dalius Gudeika,
  • Oleksandr Bezvikonnyi,
  • Ihor Syvorotka,
  • Rasa Keruckiene,
  • Dmytro Volyniuk and
  • Juozas V. Grazulevicius

Beilstein J. Org. Chem. 2020, 16, 989–1000, doi:10.3762/bjoc.16.88

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  • molecular weights resulting in a stronger intermolecular interaction and by larger volumes restricting molecular motion. These observations confirm that compounds 3–5 can be used for the preparation of thin amorphous layers on substrates. Photophysical properties The absorption and photoluminescence (PL
  • appropriate for an application as hole-transporting materials in organic optoelectronic devices. Conclusion Four new aryl-substituted derivatives of acridan were designed and synthesized as electroactive materials for organic light emitting diodes. The thermal, photophysical, and electrochemical properties of
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Published 13 May 2020

Recent applications of porphyrins as photocatalysts in organic synthesis: batch and continuous flow approaches

  • Rodrigo Costa e Silva,
  • Luely Oliveira da Silva,
  • Aloisio de Andrade Bartolomeu,
  • Timothy John Brocksom and
  • Kleber Thiago de Oliveira

Beilstein J. Org. Chem. 2020, 16, 917–955, doi:10.3762/bjoc.16.83

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  • electron and energy transfer. Chemical structures of the porphyrinoids and their absorption spectra: in bold are highlighted the 18 π aromatic system. Adapted from [7]. Photophysical and photochemical processes (Por = porphyrin). Adapted from [12][18]. Main dual photocatalysts and their oxidative/reductive
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Published 06 May 2020

Cation-induced ring-opening and oxidation reaction of photoreluctant spirooxazine–quinolizinium conjugates

  • Phil M. Pithan,
  • Sören Steup and
  • Heiko Ihmels

Beilstein J. Org. Chem. 2020, 16, 904–916, doi:10.3762/bjoc.16.82

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  • examples reported for arylvinyl-substituted spirooxazine derivatives, although they possess some interesting photophysical and photochromic properties [16][48][49][50]. Specifically, the introduction of an arylvinyl [50] or a cyanovinyl substituent [16] causes a red shift of the absorption due to an
  • been shown that derivatives thereof have a great potential to serve as functional units in DNA-binding ligands [54], fluorescent dyes and chemosensors [55][56][57][58][59]. Furthermore, we have already demonstrated that styryl-substituted quinolizinium derivatives exhibit ideal photophysical and DNA
  • -binding properties to be used as DNA-sensitive fluorescent probes in cell imaging [60][61][62] or as photoswitchable DNA ligands [63]. Therefore, we were interested in a combination of the photochromic properties of the spirooxazine moiety with the advantageous photophysical and biological properties of
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Published 05 May 2020

Aldehydes as powerful initiators for photochemical transformations

  • Maria A. Theodoropoulou,
  • Nikolaos F. Nikitas and
  • Christoforos G. Kokotos

Beilstein J. Org. Chem. 2020, 16, 833–857, doi:10.3762/bjoc.16.76

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  • ) aldehydes have as photoinitiators. The photophysical properties and photoreactivity of benzaldehyde are initially provided, followed by applications of aldehydes as initiators for polymerization reactions. Finally, the applications to date regarding aldehydes as photoinitiators in organic synthesis are
  • are useful photocatalysts, the corresponding aldehydes are not so widely utilized to promote chemical reactions. In this review, our goal was to summarize the photophysical properties of aromatic aldehydes, highlight the use of aldehydes as photoinitiators in polymerization reactions, and provide all
  • examples where aldehydes were employed as photoinitiators in organic synthesis. Review Photophysical properties of carbonyl compounds The interest in the interaction of aldehydes with light to promote reactions can be traced many years back. In 1966, Davies and co-worker studied the energy transfer from
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Published 23 Apr 2020

One-pot synthesis of dicyclopenta-fused peropyrene via a fourfold alkyne annulation

  • Ji Ma,
  • Yubin Fu,
  • Junzhi Liu and
  • Xinliang Feng

Beilstein J. Org. Chem. 2020, 16, 791–797, doi:10.3762/bjoc.16.72

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  • pentagons could be realized [11][12][13][14][15][16][17]. Among them, the cyclopenta-fused pyrenes are an important class of CP-PAHs owing to their unique physical and photophysical properties, such as high electron affinities and anomalous fluorescence [17][18][19][20]. However, the reported synthetic
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Published 20 Apr 2020

Towards triptycene functionalization and triptycene-linked porphyrin arrays

  • Gemma M. Locke,
  • Keith J. Flanagan and
  • Mathias O. Senge

Beilstein J. Org. Chem. 2020, 16, 763–777, doi:10.3762/bjoc.16.70

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  • and electrochemical properties of the porphyrins by increasing the size of the aromatic π-system [16]. In contrast, our approach described herein deviates significantly from previous studies by examining how isolating the individual porphyrin units affects the overall photophysical properties of the
  • properties of triptycene complexes The photophysical properties of the five new triptycene-liked porphyrin/BODIPY compounds 7, 9, 14, 16 and 18 were investigated in preliminary studies for their suitability as model compounds for electron transfer in the context of artificial photosynthesis. Similar Soret
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Published 17 Apr 2020
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