Tuning the photophysical properties of carboranyl luminophores by closo- to nido-carborane conversion and application to OFF–ON fluoride sensing

2018 ◽  
Vol 47 (48) ◽  
pp. 17441-17449 ◽  
Author(s):  
Nguyen Van Nghia ◽  
Jihun Oh ◽  
Surendran Sujith ◽  
Jaehoon Jung ◽  
Min Hyung Lee

Conversion of poorly emissive closo-carboranyl luminophores to nido-derivatives gave rise to strong emission, allowing the selective OFF–ON fluorescence sensing of fluoride.

2018 ◽  
Vol 42 (16) ◽  
pp. 13308-13318 ◽  
Author(s):  
Vladyslava Kovalska ◽  
Svitlana Chernii ◽  
Mykhaylo Losytskyy ◽  
Iryna Tretyakova ◽  
Yan Dovbii ◽  
...  

Functionalized β-ketoenoles for efficient fluorescence sensing of protein amyloid fibrils giving strong emission increase up to 0.5 QY are designed.


Author(s):  
Kai Liu ◽  
Xiaojun Zhao ◽  
Qingxiang Liu ◽  
Jianzhong Huo ◽  
Xing Wang ◽  
...  

Molecules ◽  
2019 ◽  
Vol 24 (1) ◽  
pp. 201 ◽  
Author(s):  
Hyomin Jin ◽  
Seonah Kim ◽  
Hye Jin Bae ◽  
Ji Hye Lee ◽  
Hyonseok Hwang ◽  
...  

Herein, we investigated the effect of ring planarity by fully characterizing four pyridine-based o-carboranyl compounds. o-Carborane was introduced to the C4 position of the pyridine rings of 2-phenylpyridine and 2-(benzo[b]thiophen-2-yl)pyridine (CB1 and CB2, respectively), and the compounds were subsequently borylated to obtain the corresponding C∧N-chelated compounds CB1B and CB2B. Single-crystal X-ray diffraction analysis of the molecular structures of CB2 and CB2B confirmed that o-carborane is appended to the aryl moiety. In photoluminescence experiments, CB2, but not CB1, showed an intense emission, assignable to intramolecular charge transfer (ICT) transition between the aryl and o-carborane moieties, in both solution and film states. On the other hand, in both solution and film states, CB1B and CB2B demonstrated a strong emission, originating from π-π * transition in the aryl groups, that tailed off to 650 nm owing to the ICT transition. All intramolecular electronic transitions in these o-carboranyl compounds were verified by theoretical calculations. These results distinctly suggest that the planarity of the aryl groups have a decisive effect on the efficiency of the radiative decay due to the ICT transition.


2015 ◽  
Vol 2 (4) ◽  
pp. 373-387 ◽  
Author(s):  
Xiuli Wang ◽  
Mao Le ◽  
Hong-Yan Lin ◽  
Jian Luan ◽  
Guo-Cheng Liu ◽  
...  

Ten metal–organic coordination polymers 1–10 based on semi-rigid bis-pyridyl-bis-amide ligands have been synthesized. The fluorescence sensing and photocatalytic properties of 1–10 have been investigated.


Author(s):  
Pichayanun Sinthuprasert ◽  
Anuwut Petdum ◽  
Pattanawit Swanglap ◽  
Waraporn Panchan ◽  
Thanasat Sooksimuang ◽  
...  

A new quenching fluorescence sensor (MDP) with high productivity was easily synthesized from a [5]helicene anhydride derivative and propargyl bromide. This MDP sensor has significant photophysical properties, including high fluorescence emission and a large Stokes shift, and it exhibits selectivity and an excellent detection response in distinguishing Au3+ ions from interfering metal ions in aqueous solution. The limit of detection of the sensor were determined to be 0.16 µmol L-1 or 32.0 ppb. Stoichiometric binding between the MDP and Au3+ ions was found to occur at a 1:2 ratio. Additionally, the MDP sensor shows an ability to detect gold ions in real water samples and recognize gold nanoparticles (AuNPs), which invites its further application in biological and environmental systems.


2021 ◽  
Author(s):  
Rupam Roy ◽  
Aasif Khan ◽  
Oendrila Chatterjee ◽  
Sukomal Bhunia ◽  
Apurba Lal Koner

Perylene dyes have transcended their role as simple colorants and have been reinvigorated as functional dyes. Based on the substitution at the peri position by six-membered carboxylic imides, the perylene family is principally embellished with perylene diimides (PDIs) and perylene monoimides (PMIs). Perylene dyes are widely acclaimed and adorned on account of their phenomenal thermal, chemical, and photostability juxtaposed with their high absorption coefficient and near-unity fluorescence quantum yield. Although symmetric PDIs have always been in the limelight, its asymmetrical counterpart PMI is already rubbing shoulders, thanks to the consistent efforts of several scientific minds. Recently, there has been an upsurge in engendering PMI-based versatile organic architectures decked with intriguing photophysical properties and pertinent applications. In this review, the synthesis and photophysical features of various PMI-based derivatives along with their relevant applications in the arena of organic photovoltaics, photocatalysis, self-assembly, fluorescence sensing, and bioimaging are accrued and expounded, hoping to enlighten the less delved but engrossing realm of PMIs.


2009 ◽  
Vol 87 (1) ◽  
pp. 254-263 ◽  
Author(s):  
Francesco Nastasi ◽  
Frédérique Loiseau ◽  
Sebastiano Campagna ◽  
Elaine A Medlycott ◽  
Marie-Pierre Santoni ◽  
...  

A family made of four bis(pyridyl)triazine ligands with appended aryl rings, including three fused aromatic rings, have been synthesized, and their corresponding homoleptic Ru(II) and Zn(II) complexes have been prepared and characterized by several means. The free ligands 2,4-di(2-pyridyl)-6-phenyl-1,3,5-triazine (L1); 2,4-di(2-pyridyl)-6-(1-naphthyl)-1,3,5-triazine (L2); 2,4-di(2-pyridyl)-6-(9-phenanthryl)-1,3,5-triazine (L3); and 2,4-di(2-pyridyl)-6-(1-pyrenyl)-1,3,5-triazine (L4) were formed in triazine ring-forming reactions from the reactions of the cyano-functionalized aromatic rings with LiNMe2 followed by the addition of 2 equiv. of 2-cyanopyridine. The metal complexes examined in this study are the homoleptic Ru(II) complexes Ru(L1)22+ (2a), Ru(L2)22+ (2b), Ru(L3)22+ (2c), and Ru(L4)22+ (2d) and Zn(II) complexes Zn(L1)22+ (3a), Zn(L2)22+ (3b), Zn(L3)22+ (3c), and Zn(L4)22+ (3d). Also, crystallographic data for the free ligands and Zn(II) and Ru(II) complexes have been obtained in some cases. The redox behaviour and absorption spectra of all the species have been investigated, together with the luminescence properties of the free ligands at room temperature in fluid solution and of the Ru(II) complexes both at room temperature in fluid solution and at 77 K in rigid matrix. The redox data indicate that the free ligands are reduced twice at relatively mild potentials (< –2.30 V vs. SCE), with the first reduction almost independent of the nature of the substituted aryl group. The UV absorption spectra of all the compounds are dominated by intense spin-allowed π–π* transitions mainly centered on the bis(pyridyl)triazine moiety; however, in L2–L4, moderately intense intraligand charge-transfer (ILCT) bands are also present. Such bands are red-shifted in the Zn(II) compounds, while they are obscured in the Ru(II) species by the more intense spin-allowed metal-to-ligand charge-transfer (MLCT) bands. The free ligands exhibit interesting emission properties, ranging from fluorescence from π–π* states to excimeric (in L4) and ILCT (in L2 and L3) emission. In the Ru(II) complexes, strong emission is found at 77 K from triplet MLCT states. For 2c and 2d, the emissive MLCT states are mixed with low-lying triplet ligand-centered states.Key words: triazine ligands, ruthenium complexes, zinc complexes, ILCT emission.


2021 ◽  
Vol 18 ◽  
Author(s):  
Amira K. Hajri ◽  
Marzough A. Albalawi ◽  
Souad A. Moussa ◽  
Faouzi Aloui

Background: Three polycyclic aromatic hydrocarbons derived from benzo[c]phenanthrene have been synthesized through a one-step procedure involving palladium Suzuki coupling and are characterized by 1 H and 13C NMR, MS and HRMS spectroscopies. Methods: UV-vis absorption and fluorescence properties of these π-conjugated compounds have been evaluated in solutions and strong emission in the blue region of the visible spectrum was noted. Results: The optical spectra of these small polycyclic aromatic compounds are unusual because absorption is entirely in the UV region (λmax = 281-285 nm), yet fluorescence occurs at 410-422 nm. Conclusion: This equates to a Stokes shift of 1.32-1.39 eV (10756-11256 cm−1 ) and is among the large Stokes shifts that have been reported for small molecules, making them promising candidates for optoelectronic applications.


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