72610-63-0Relevant articles and documents
Synthesis, photophysical and solvatochromic properties of diacetoxyboron complexes with curcumin derivatives
Lyu, Heng,Wang, Dan,Cai, Lian,Wang, Dun-Jia,Li, Xiao-Ming
, (2019)
Five novel diacetoxyboron complexes of β-diketones incorporated curcumin moiety were designed and synthesized. Their photophysical behaviors were investigated by UV–vis absorption and fluorescence spectroscopy in different solvents and solid state. It was observed that their fluorescence spectra yielded a blue to yellow-green emission in solution and emitted a yellow to red emission in solid state. Especially, the complex 3b displayed the strongest emission and the highest quantum efficiency (Φu = 0.98) in toluene among these complexes. The CIE coordinate of the complex 3b in solid state was positioned in an ideal red region of the chromaticity diagram. The maximal emission of these complexes exhibited a large wavelength shift and Stokes shift increased with the increase of the solvent polarity. Their dipole moment differences between the ground and excited states were also estimated by using the Lippert–Mataga equation. Meanwhile, their HOMO, LUMO energy levels and energy band gaps were calculated by cyclic voltammetry.
Synthesis and photophysical properties of ditrifluoroacetoxyboron complexes with curcumin analogues
Cai, Lian,Du, Hengyi,Lyu, Heng,Wang, Dan,Wang, Dunjia
, (2020/12/21)
A new class of ditrifluoroacetoxyboron complexes were designed and synthesized by chelation reaction of curcumins with boron trifluoroacetate. Their photophysical behaviors were studied in different solvents, powder state and PMMA polymer films. The results indicated that these complexes revealed a green to yellow emission at 486–595 nm in solution or PMMA films and an orange to red emission at 598–710 nm in powder state. Especially, complex 2c displayed the strongest emission intensity, the highest quantum yield in solution and the longest fluorescence lifetime in powder state in these complexes. In addtion, the emission bathochromic shifts of these complexes as a function of the solvent polarity parameter ET(30) were investigated by Lippert–Mataga approximation. It was observed that these complexes exhibited the higher values of the dipole moment difference (Δμ) between the ground and excited states, which implied an intense intramolecular charge transfer characteristics and a noticeable emission solvatochromic effect.
Synthesis and anti-inflammatory properties of some aromatic and heterocyclic aromatic curcuminoids
Khan, M. Akram,El-Khatib, Riyad,Rainsford,Whitehouse
experimental part, p. 30 - 38 (2012/03/26)
A variety of novel aromatic and heterocyclic aromatic curcuminoids were synthesised, characterised and their anti-inflammatory activities (AIA) determined in vivo. Some of these compounds also were tested for inflammatory mediator production. The AIA of t
Reactions of β-Diketones with Aromatic Aldehydes and Ketones in the Presence of Potassium Hydride
Rathman, Terry L.,Greenwood, Thomas D.,Wolfe, James F.
, p. 1086 - 1091 (2007/10/02)
Reaction of benzoylacetone (1a) and acetylacetone (1b) with benzophenone in the presence of excess potassium hydride affords terminal aldol condensation products 5-hydroxy-1,5,5-triphenyl-1,3-pentanedione (3) and 6-hydroxy-6,6-diphenyl-2,4-hexanedione (9), respectively.Potassium hydride promoted reactions of 1a with p-anisaldehyde and p-tolualdehyde result in formation of tetraketones 1,9-diphenyl-5-(p-methoxyphenyl)-1,3,7,9-nonanetetrone (5a) and 1,9-diphenyl-5-(p-tolyl)-1,3,7,9-nonanetetrone (5b), respectively.Evidence is presented to support formation of 5a and 5b via a sequence of reactions involving Michael addition of the dianion of 1a to the monoanion of the unsaturated β-diketones derived from terminal aldol condensation of the respective aldehydes with the dianion of 1a.Reaction of 1b with p-tolualdehyde under similar conditions yields mainly 1,7-bis(p-tolyl)-1,6-heptadiene-3,5-dione (10).Reaction of 1b with the monoanion of 1-phenyl-5-(p-methoxyphenyl)-4-pentene-1,3-dione (2b) in the presence of excess potassium hydride affords the novel hexaketone 1,15-diphenyl-5,11-bis(p-methoxyphenyl)-1,3,7,9,13,15-pentadecanehexone (18).
