50558-62-8Relevant academic research and scientific papers
MCM-SO3H catalyzed synthesis of environment-sensitive fluorophores incorporating pyrene moiety: Optimization, fluorescence emission and theoretical studies
El Guesmi, Nizar,Hussein, Essam M.,Ahmed, Saleh A.
, p. 306 - 314 (2019)
Six new highly fluorescent 5-(aryl)-1-phenyl-3-(pyren-1yl)-2-pyrazolines were synthesized by reaction of various (E)-3-aryl-1-(pyren-1-yl)prop-2-en-1-ones with phenyl hydrazine in the presence of sulfonated mesoporous silica (MCM-SO3H) as efficient and eco-friendly acidic catalyst. The chemical structures of all synthesized compounds were illustrated on the basis of spectral data (IR, 1H NMR and 13C NMR). This was followed by photophysical properties-based absorption and emission studies of the target compounds in solutions of different solvent polarities. The microenvironment-sensitive fluorescent pyrazolines labeled with pyrene exhibited valuable fluorescence properties with emission in the range of 600–700 nm with a marked response to change in the environmental polarities. A significant and pronounced red shift was observed in the emission spectrum of 5-(aryl)-1-phenyl-3-(pyren-1yl)-2-pyrazolines Δλ ～ 50 nm compared to the absorption spectrum Δλ ～ 10 nm upon increasing the solvent polarity. This indicated the presence of higher dipole moment in the excited state than in the ground state and the transition involved are π-π* transition through the charge transfer phenomena. The fundamental understanding of solvatochromic properties were analyzed through Lippert-Mataga and Reichardts correlations in order to estimate the change in dipole moments (Δμ) which suggested the emissive state of designed fluorescent 2-pyrazoline derivatives is of strong ICT character.
Multi-color emission with orthogonal input triggers from a diarylethene pyrene-OTHO organogelator cocktail
Johnstone, Mark D.,Hsu, Chien-Wei,Hochbaum, Nicolas,Andréasson, Joakim,Sundén, Henrik
, p. 988 - 991 (2020)
We report on a pyrene-decorated supramolecular gelator based on an oxotriphenylhexanoate (OTHO) that can switch emission profiles between the solution and gel phase. A cocktail of the gelator and a photochromic diarylethene derivative enables four distinct emissive states to be obtained, which are modulated with light and heat as orthogonal input triggers.
A convenient regioselective synthesis of spirooxindolinopyrrolizidines incorporating the pyrene moiety through a [3 + 2]-cycloaddition reaction
Hussein, Essam M.,Ahmed, Saleh A.,Althagafi, Ismail I.
, p. 379 - 384 (2017)
A facile one-pot synthesis of spirooxindolinopyrrolizidines incorporating the pyrene moiety was accomplished in good yields through a 1,3-dipolar cycloaddition reaction of 3-Aryl-1-(pyren-1-yl)prop-2-en-1-one derivatives with in situ-generated azomethine ylides.
DBU-Catalyzed Rearrangement of Secondary Propargylic Alcohols: An Efficient and Cost-Effective Route to Chalcone Derivatives
De, Rimpa,Savarimuthu, Antony,Ballav, Tamal,Singh, Pijush,Nanda, Jayanta,Hasija, Avantika,Chopra, Deepak,Bera, Mrinal K.
, p. 1587 - 1592 (2020/08/28)
A 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU)-catalyzed rearrangement of diarylated secondary propargylic alcohols to give α,β-unsaturated carbonyl compounds has been developed. The typical 1,3-transposition of oxy functionality, characteristic of Mayer-Schuster rearrangements, is not observed in this case. A broad substrate scope, functional-group tolerance, operational simplicity, complete atom economy, and excellent yields are among the prominent features of the reaction. Additionally, the photophysical properties and crystal-structure-packing behavior of selected compounds were investigated and found to be of interest.
A new solid acid catalyst FeCl3/bentonite for aldol condensation under solvent-free condition
Muthuvel,Dineshkumar,Thirumurthy,Rajasri,Thirunarayanan
, p. 252 - 260 (2017/01/18)
For the first time, a new solid acid catalyst has been used for the synthesis of aryl chalcones under solvent free conditions. A simple method (solid dispersion method) has been adopted for the synthesis of FeCl3/bentonite. The prepared catalyst has been characterized by different characterization techniques. A series of E-1-(substituted phenyl)-3-(1-pyrenyl)-2-propen-1-ones have been synthesized using FeCl3/bentonite under microwave-assisted solvent-free conditions. The yields are in the range from 80 to 88%. All the synthesized chalcones have been characterized by their physical constants, analytical, IR, 1H and 13C NMR spectral data. This catalyst can be reused for further runs (after fifth cycle) without decrease in activity. This catalyst gives excellent yields and is inexpensive and easily recyclable for this reaction.
