Curcuminoid–BF₂ complexes: Synthesis, fluorescence and optimization of BF₂ group cleavage

Abstract

Eight difluoroboron complexes of curcumin derivatives carrying alkyne groups containing substituents have been synthesized following an optimised reaction pathway. The complexes were received in yields up to 98% and high purities. Their properties as fluorescent dyes have been investigated. Furthermore, a strategy for the hydrolysis of the BF2 group has been established using aqueous methanol and sodium hydroxide or triethylamine.

Highly Emissive and Color-Tunable Perovskite Cross-linkers for Luminescent Polymer Networks

“…Luminescent polymer networks have received lots of interest due to the combination of flexible polymers and luminescence for various applications, including displays coating and bioimaging materials. − In the fabrication of luminescent polymer networks, the most challenging issue is the difficulty in control over the dispersion of luminescent units in the network, which usually leads to aggregation and poor luminescent behaviors, especially for those with inorganic emitters (e.g., lanthanide salts) . The modification of monomers − or cross-linkers , with luminescent groups can avoid the inhomogeneity among the networks and luminescent molecules, whereas this method requires tedious synthesis and typically applies for organic emitters. Only a few modified inorganic emitters have been reported to be covalently attached with polymer networks, such as CdSe quantum dots. , With the ability of cross-linking, the applications of CdSe quantum dots have been broadly extended to biomedicine, luminescent elastomers, and optical devices. , To meet the increasing technological demands, finding new compatible inorganic emitters by convenient methods is very urgent in polymer science.…”

Hybrid Synthetic and Computational Study of an Optimized, Solvent-Free Approach to Curcuminoids

“… 24 The hydrolysis of the corresponding BF 2 complexes to provide the final curcuminoids is limited and not always reproducible even under solvent-based conditions. 25 …”

A Short Review: Chemistry of Curcumin and Its Metal Complex Derivatives

“…Zn(II)-curcumin [37] Cu (II)--curcumin [38] , [39] Cr(III)--curcumin [40] Mixed ligand Schiff base with 1,10-phnanothroline, M= Co or Cu [41] Pd(II)-curcumin [42] M(diacetylcurcumin) 2 , where M= Cu(II) and Ni(II) [43] Ln=Eu(III) &La(III), rare earth -curcumin [44] M-curcumin, M=Cr(III),Mn(II), Fe(III), Co(II), Ni(II), Cu(II) ,Zn(II) [45] Mixed metal (Fe (II) &Cu(II)) -curcumin [46] Complexes of Curcuminoid-BF 2 [47] In acidic condition, Rosocyanine is produced as 2:1-complex from curcumin and boric acid [48] Curcumin-Fe(III) [49] Drug containing Rh(III) and curcumin (*Cp) ,*pentamethylcyclopentadienato [50] Fe(III)-curcumin [51] Prodrugs containing Co(III)-curcumin [52] Curcumin-2-aminophenol [53] Curcumin -Hg(II) complex in solution [54] Curcumin -M , M = Tc, Re [55] Mesoporous silica nanoparticles [56] Ga (III) -diketone (CUM)complex [57] (CUM)-based M(II) complexes as anticancer agents [58] DNA nanotechnology Cu(II)/Ni(II)/Zn(II)-curcumin-conjugated DNA complexes [59] cyclodextrins and conjugating it with silver nanoparticles [60] curcumin -Schiff base with various metal ions complexes ,M= Al(III), Mn(II), Fe(III), Co(II),Ni(II), Cu(II), Ag(I), Cd(II), Hg(II), and Pb(II) [61] Hexadentate (N 4 O 2 donor) Schiff base ligands derived from curcumin with some transition and non-transition metal cations [62] Schiff Base Derived Curcumin and L-Tyrosine with Al(III), Ag(I), and Pb(II) Metal Ions [63]…”