100148-28-5Relevant academic research and scientific papers
Template-Assisted Regioselective Identification of Metal Ions on Coumarin-Furan Conjugated Chemosensors: AIEE Effect and Photo-Switching pH Indicator by ICT
Kumar, Ashish,Hira, Sumit Kumar,Dey, Swapan
, p. 3771 - 3777 (2020)
A coumarin-furan conjugated Schiff base chemosensor (R1) of straightforward design showed an excellent aggregation-induced emission enhancement effect in ACN-H2O mixtures of different ratios, which was confirmed by field emission scanning electron microscopy (FESEM) and supported by Dynamic Light Scattering (DLS). R1 identified three metal ions (Pb2+, Hg2+ and Cu2+) in colorimetric and fluorometric techniques with an intramolecular charge transfer (ICT) off-on mechanism. The space specificity of the metal ions (Hg2+ and Cu2+) resulted in hydrolysis of -CH=N- functionality of the sensor. The latter also exhibited excellent sensitivity in acidic conditions by blocking ICT and remained stable in neutral to basic pH. Cell viability and microscopic fluorescence experiments revealed that R1 is cytocompatible and may be used for the detection of Pb2+, Hg2+, and Cu2+ ions in living cells.
An efficient approach to synthesizing 2,5-bis(: N -methyl-aminomethyl)furan from 5-hydroxymethylfurfural via 2,5-bis(N -methyl-iminomethyl)furan using a two-step reaction in one pot
Jia, Wenlong,Lin, Lu,Sun, Yong,Tang, Xing,Yang, Shuliang,Zeng, Xianhai,Zhang, Jie
, p. 5656 - 5664 (2021/08/16)
In this study, an amination-oxidation-amination-reduction (AOAR) strategy was proposed for the synthesis of 2,5-bis(N-methyl-aminomethyl)furan (BMAF) from HMF via the intermediate 2,5-bis(N-methyl-iminomethyl)furan (BMIF). Firstly, an efficient synthesis of BMIF from HMF using a one-pot amination-oxidation-amination reaction was developed over α-MnO2 under an air atmosphere. A BMIF yield of 98.3% was obtained under mild reaction conditions. The conversion of HMF to BMIF underwent the fast amination of HMF to 5-(methyl-iminomethyl)furfuryl alcohol (MIFA), the subsequent rate-limiting oxidation of MIFA to 5-(methyl-iminomethyl)furfural (MIFF) and the final fast amination of MIFF to BMIF. The quick amination of MIFF to BMIF drove the oxidation reaction equilibrium toward MIFF from MIFA, which ensured the highly efficient conversion of HMF to BMIF. The investigation of the catalytic mechanism showed better lattice oxygen donating ability and oxygen coordination capacity, which made α-MnO2 retain the structural stability in the reaction. The higher ratio and better mobility of the lattice oxygen endowed α-MnO2 with excellent catalytic performance in the oxidation of MIFA to MIFF by the redox cycling of Mn4+/Mn3+, facilitating the conversion of HMF to BMIF. Eventually, a BMAF yield of 96.1% was achieved by the reduction of BMIF with Ru/C after the AOA reaction, realizing the synthesis of BMAF from HMF using a two-step reaction in one pot. This journal is
Competition between π-π Or furan-perfluorophenyl stacking interactions in conjugated compounds prepared from azomethine connections
Mallet, Charlotte,Allain, Magali,Leriche, Philippe,Frere, Pierre
experimental part, p. 5833 - 5840 (2012/05/20)
Conjugated compounds associating phenyl or pentafluorophenyl units linked via azomethine bonds to a central furan or furylene-vinylene moiety have been synthesized. The crystal structures of compounds end capped with perfluorophenyl units are analyzed in
