Phenylene ethynylene azobenzenes with symmetrical peripheral chromophores: Synthesis, optical properties and photoisomerization behaviors study

Liu, Rui; Xiao, Qi; Li, Yuhao; Chen, Hongbin; Yan, Zhangwei; Zhu, Hongjun

doi:10.1016/j.dyepig.2011.06.006

Cited by 11 publications

(2 citation statements)

References 28 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The azobenzene photoisomerization experiments were performed in 20 mL glass bottles. To obtain light sources in the range of desired wavelengths, we introduced 320–390 and 400–500 nm filters successively into the light guide for the trans-to-cis and the cis-to-trans isomerization, respectively. ,, …”

Section: Methodsmentioning

confidence: 99%

“…To obtain light sources in the range of desired wavelengths, we introduced 320−390 and 400−500 nm filters successively into the light guide for the trans-to-cis and the cis-to-trans isomerization, respectively. 8,19,20 Absorption Spectroscopy. The kinetics of relaxation were studied after the trans-to-cis and cis-to-trans photoisomerisation for both azobenzenes in water solutions.…”

Section: ■ Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Conformation of Novel Azo-Dyes Bearing End-Capped Oligo(ethylene glycol) Studied by UV–vis and NMR Spectroscopy

et al. 2015

View full text Add to dashboard Cite

Two novel azo-dyes bearing an end-capped oligo(ethylene glycol) chain were synthesized and then studied by UV-visible and NMR spectroscopy. For both azobenzenes, the end-capped oligo(ethylene glycol) segment is on the para position of the first phenyl ring. On the second phenyl ring, a methoxy group is added on the para position for one azo-dye and no substitution group on the other, which made them electronically a push-push and a push system, respectively. The presence of the methoxy group changes significantly the absorption and the photoisomerization behaviors and results in a much less intense absorbance for the trans isomer and a shift from 350 to 360 nm. In the kinetic studies the azobenzene bearing a methoxy group shows a zero-order and a first-order kinetics as a function of the time scale of the study as well as an aggregation phenomenon. This azo-dye in different solvents has been studied by (1)H NMR and pulsed gradient NMR experiments to understand the effects of the photoisomerization and the aggregation on the self-diffusion of these molecules in solutions.

show abstract

Section: Methodsmentioning

confidence: 99%

Section: ■ Introductionmentioning

confidence: 99%

Conformation of Novel Azo-Dyes Bearing End-Capped Oligo(ethylene glycol) Studied by UV–vis and NMR Spectroscopy

et al. 2015

View full text Add to dashboard Cite

show abstract

A Half Century of the Sonogashira Reaction

Frankenberger,

Wendinger,

Scherer

et al. 2025

Organic Reactions

View full text Add to dashboard Cite

Conjugated alkynes are valuable intermediates in the synthesis of natural products, agrochemicals, pharmaceuticals, fine chemicals, and organic molecular materials. Since its introduction in 1975, the palladium‐catalyzed Sonogashira reaction has become the primary choice for the construction of sp–sp 2 carbon–carbon bonds in aryl‐, heteroaryl‐, and alkenyl‐substituted alkynes. A vast range of reaction conditions have been explored to expand and optimize the scope of the Sonogashira reaction, including sustainable variants, microwave‐assisted cross couplings, and cross couplings performed in water. Research efforts also target the development of improved catalytic systems for the Sonogashira reaction, such as solid‐supported palladium catalysts and nanoparticles, the use of N ‐heterocyclic carbenes (NHCs) as ligands, as well as copper‐free variants of the reaction. This Chapter reviews the application of the palladium‐catalyzed Sonogashira cross coupling of terminal alkynes with aryl or alkenyl halides and triflates. Coupling reactions that form conjugated alkynes via alternative methods, or use different electrophiles, catalysts, or alkynes, are also briefly described.

show abstract

Linear and Third‐Order Nonlinear Optical Properties of Triazobenzene‐1,3,5‐triazinane‐2,4,6‐trione (Isocyanurate) Derivatives

et al. 2017

View full text Add to dashboard Cite

International audienceThe synthesis of three new isocyanurate derivatives 2-X (X=NO2, H, NMe2) with azobenzene arms terminated by various X substituents is reported, and their linear and nonlinear absorption properties are studied. It is shown that mixtures that contain increased contents of cis-azo isomers can be reversibly generated upon photoirradiation at specific wavelengths from the most stable all-trans isomers with X=NO2 and H. In addition, we show that 2-X derivatives are two-photon absorbers with cross-section maxima around 120GM for 2-NO2, thus indicating that trans-to-cis isomerization might be achievable by two-photon excitation, whereas the photoinduced structural changes should have only a modest influence on these nonlinear absorption properties

show abstract

Phenylene ethynylene azobenzenes with symmetrical peripheral chromophores: Synthesis, optical properties and photoisomerization behaviors study

Cited by 11 publications

References 28 publications

Conformation of Novel Azo-Dyes Bearing End-Capped Oligo(ethylene glycol) Studied by UV–vis and NMR Spectroscopy

Conformation of Novel Azo-Dyes Bearing End-Capped Oligo(ethylene glycol) Studied by UV–vis and NMR Spectroscopy

A Half Century of the Sonogashira Reaction

Linear and Third‐Order Nonlinear Optical Properties of Triazobenzene‐1,3,5‐triazinane‐2,4,6‐trione (Isocyanurate) Derivatives

Contact Info

Product

Resources

About