scholarly journals How to Manipulate Through-Space Conjugation and Clusterolumi-nescence of Simple AIEgens with Isolated Phenyl Rings?

Author(s):  
Jianyu Zhang ◽  
lianrui hu ◽  
Kaihua Zhang ◽  
Junkai LIU ◽  
Xingguang Li ◽  
...  

<a>Apart from the traditional through-bond conjugation (TBC), through-space conjugation (TSC) is gradually proved as another important interaction in photophysical processes, especially for the recent observation of clusteroluminescence from nonconjugated molecules. </a>Herein, <a>simple and nonconjugated triphenylmethane (TPM) and its derivatives with electron-donating and electron-withdrawing groups were synthesized</a>, and their photophysical properties were systematically studied. <a>TPM was characterized with visible clusteroluminescence due to the intramolecular TSC. Experimental and theoretical results showed that the introduction of electron-donating groups into TPM could </a><a>red-shift </a>the wavelength and increase the efficiency of clusteroluminescence simultaneously, due to the increased electronic density and stabilization of TSC. However, TPM derivatives with electron-withdrawing groups showed inefficient or even quenched clusteroluminescence caused by the vigorous excited-state intramolecular motion and intermolecular photoinduced electron transfer process. This work provides a reliable strategy to manipulate TSC and clusteroluminescence.

2021 ◽  
Author(s):  
Jianyu Zhang ◽  
lianrui hu ◽  
Kaihua Zhang ◽  
Junkai LIU ◽  
Xingguang Li ◽  
...  

<a>Apart from the traditional through-bond conjugation (TBC), through-space conjugation (TSC) is gradually proved as another important interaction in photophysical processes, especially for the recent observation of clusteroluminescence from nonconjugated molecules. </a>Herein, <a>simple and nonconjugated triphenylmethane (TPM) and its derivatives with electron-donating and electron-withdrawing groups were synthesized</a>, and their photophysical properties were systematically studied. <a>TPM was characterized with visible clusteroluminescence due to the intramolecular TSC. Experimental and theoretical results showed that the introduction of electron-donating groups into TPM could </a><a>red-shift </a>the wavelength and increase the efficiency of clusteroluminescence simultaneously, due to the increased electronic density and stabilization of TSC. However, TPM derivatives with electron-withdrawing groups showed inefficient or even quenched clusteroluminescence caused by the vigorous excited-state intramolecular motion and intermolecular photoinduced electron transfer process. This work provides a reliable strategy to manipulate TSC and clusteroluminescence.


Molecules ◽  
2019 ◽  
Vol 24 (13) ◽  
pp. 2386 ◽  
Author(s):  
Natalia A. Danilkina ◽  
Nina S. Bukhtiiarova ◽  
Anastasia I. Govdi ◽  
Anna A. Vasileva ◽  
Andrey M. Rumyantsev ◽  
...  

An efficient approach towards the synthesis of 6-aryl-4-azidocinnolines was developed with the aim of exploring the photophysical properties of 6-aryl-4-azidocinnolines and their click reaction products with alkynes, 6-aryl-4-(1,2,3-1H-triazol-1-yl)cinnolines. The synthetic route is based on the Richter-type cyclization of 2-ethynyl-4-aryltriazenes with the formation of 4-bromo-6-arylcinnolines and nucleophilic substitution of a bromine atom with an azide functional group. The developed synthetic approach is tolerant to variations of functional groups on the aryl moiety. The resulting azidocinnolines were found to be reactive in both CuAAC with terminal alkynes and SPAAC with diazacyclononyne, yielding 4-triazolylcinnolines. It was found that 4-azido-6-arylcinnolines possess weak fluorescent properties, while conversion of the azido function into a triazole ring led to complete fluorescence quenching. The lack of fluorescence in triazoles could be explained by the non-planar structure of triazolylcinnolines and a possible photoinduced electron transfer (PET) mechanism. Among the series of 4-triazolylcinnoline derivatives a compound bearing hydroxyalkyl substituent at triazole ring was found to be cytotoxic to HeLa cells.


2019 ◽  
Vol 6 (11) ◽  
pp. 1885-1890 ◽  
Author(s):  
Shengsheng Cui ◽  
Guilin Zhuang ◽  
Jinyi Wang ◽  
Qiang Huang ◽  
Shengda Wang ◽  
...  

A novel multifunctionalized carbon nanoring was facilely synthesized, which demonstrates an unusual hypsochromic shift in the emission spectrum with interesting photophysical properties.


2020 ◽  
Vol 20 (7) ◽  
pp. 4005-4010 ◽  
Author(s):  
Thi Hoa Le ◽  
Dal Ho Lee ◽  
Ji Hyeon Kim ◽  
Sang Joon Park

In this paper, we discuss a new biosensor for simple and rapid detection of epinephrine (EP) based on polypyrrole/graphene quantum dot (PPy/GQD) composites. Presence of amine groups on the PPy backbone leads to surface passivation of GQDs. As a result, the composites exhibit strong fluorescence emission, which can be up to three times that of pristine GQDs. In neutral to alkaline solution, the EP on the surface of PPy/GQD composites is converted to a quinone, which triggers the fluorescence quenching of PPy/GQD composites via a photoinduced electron transfer process. Hence, the concentration of EP can be effectively monitored by measuring the variation in the fluorescence signal of PPy/GQD composites. The quenched fluorescence intensity of PPy/GQDs was proportional to the concentration of EP (0.7–400 μM). We used our method to determine the concentration of EP in human serum samples and obtained satisfactory results.


2003 ◽  
Vol 90 (1-3) ◽  
pp. 256-263 ◽  
Author(s):  
E.Vélez López ◽  
G.Pina Luis ◽  
J.L. Suárez-Rodrı́guez ◽  
I.A. Rivero ◽  
M.E. Dı́az-Garcı́a

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