50350-66-8

Upstream product

• 6780-13-8 1,2-ethanediamine monohydrate 
• 635-93-8 5-chlorosalicyclaldehyde 
• 107-15-3 ethylenediamine 

Downstream Products

• 172664-28-7 Al(OC₆H₂(CH₃)2Cl)((CH₂NCHC₆H₃(Cl)O)2) 
• 162586-72-3 N,N'-bis(2-hydroxy-5-chlorobenzyl)-1,2-ethanediamine 

Relevant academic research and scientific papers

Influences of polarizability effect of alkyl group and homoring competition effect of substituents on the NMR spectra of salen-type Schiff base

Salen-type Schiff bases are a kind of important compounds and are widely used. In order to explore the effect of alkyl groups and substituents attached to aromatic ring on the chemical shifts, 63 title compounds were synthesized. Their 1H NMR and 13C NMR spectra were obtained; and the effects of the alkyl chain length and substituents on the chemical shifts (δH(CH=N), δC(CH=N), δH(OH), and δC(C-OH)) were studied. The results show that (1) the alkyl polarizability effect index (PEI) has an important influence on the chemical shifts of the above four atoms, with the increase of PEI, the values of δH(CH=N) and δc(CH=N) decrease, and the values of δH(OH) and δC(C-OH) increase. (2) The influence of substituent X attached to aromatic ring on the chemical shift is related to its position by taking OH or CH=N as reference. As for the effect of substituent on the chemical shifts, the effect of Hammett constant σ(X)-OH and excited-state substituent parameter (Formula presented.) with OH as reference are different from that ofσ(X)-CH=N and (Formula presented.) with CH=N as reference, and there is a “homoring competition effect” of the substituent. (3) The effect of the cross-interaction between X and OH on the chemical shift is also significantly different due to the different position of X. Quantitative correlation equations against chemical shifts were built for the four atoms, and the stability and prediction ability of the obtained equations were confirmed by leave-one-out cross validation.

Semiconducting polyfluorenes with electrophosphorescent on-chain platinum-salen chromophores

The synthesis of statistical fluorene-type copolymers with on-chain Pt-salen phosphorescent units and their use in electrophosphorescent OLEDs is reported. The Royal Society of Chemistry 2005.

Two cyanide-bridged compounds composed of Schiff base-manganese(III) building block with dicyanamido and hexacyanocobaltate(III) as ligands: Crystal structure, thermostability and magnetic property

Two new cyanide-bridged compounds, [Mn(L)(μ1,3-N(CN)2)]n(1) and {[Mn2(L)2(H2O)2]K(H2O)2Co(CN)6}n(2). (H2L = N,N′-bis-5-chlo

Template directed synthesis of half condensed Schiff base complexes of Cu(II) and Co(III): Structural and magnetic studies

By the proper choice of the substituents on the aldehyde and amine groups, the nature of the Schiff base formed (fully condensed or half condensed) can be tuned by the templating effect of the metal ion. The condensation of 5-chlorosalicylaldehyde with et

Microwave solid phase synthesis, characterization and antimicrobial activities of bis(5-chloro-2-hydroxybenzaldehyde)ethane-1,2-diamine-zinc(II)

One mononuclear complex (1) has been designed and synthesized by bis(5-chloro-2-hydroxybenzaldehyde)ethane-1,2-diamine (L) with Zn(CH3COO)2·2H2O in microwave radiation assistance. The complex was characterized by X-ray cry

Microwave solid phase synthesis, characterization and antimicrobial activities of 2,2'-[(1E,1'E)-{ethane-1,2-diylbis(azanylylidene)}bis(methanylylidene)]bis(4-chlorophenol)manganese(II)

One mononuclear complex (1) has been designed and synthesized by 2,2'-[(1E,1'E)-{ethane-1,2-diylbis(azanylylidene)}bis(methanylylidene)]bis(4-chlorophenol) (L) with MnCl2·4H2O in microwave radiation assistance. The complex was charac

Alteration of electronic effect causes change in rate determining step: Oxovanadium(IV)–salen catalyzed sulfoxidation of phenylmercaptoacetic acids by hydrogen peroxide

Sulfoxidation of a series of phenylmercaptoacetic acids (PMAA) by hydrogen peroxide catalysed by oxovanadium(IV)–salen complexes has been carried out spectrophotometrically in 100% acetonitrile medium. The formation and involvement of hydroperoxovanadium(

Solvent-Dependent Bending Ability of Salen-Derived Organic Crystals

The formation of plastic or brittle organic crystals of salen derivatives that depend on the solvents employed for crystallization is demonstrated. Large yellow crystals (ranging from mm to cm size) of ten different salen derivatives were obtained and inv

Design, synthesis and biological evaluation of cobalt(II)-Schiff base complexes as ATP-noncompetitive MEK1 inhibitors

In this report, we designed and synthesized a series of cobalt(II)-Schiff base complexes (CoSBC) with competent MEK1 (mitogen-activated protein kinase kinase?1) inhibitory activity. Based on our previous report, the CoSBC exhibited high binding affinity with MEK1 protein. To further explore metal complexes as MEK1 inhibitors, a series of transition metals and ligands were employed to build a library of various metal Schiff base complexes. The MEK inhibition assays revealed that only CoSBC exhibited obvious inhibitory activity, complex 2b showed the best inhibition both in BRaf (B-rapidly accelerated fibrosarcoma)/MEK1 and MEK1/ERK2 (extracellular signal-regulated kinases-2) cascading (IC50 is 1.988 ± 0.14 μM and 1.589 ± 0.054 μM respectively). In addition, homogeneous time-resolved fluorescence test method was used to prove that CoSBC as ATP-noncompetitive MEK1 inhibitor. MEK kinase selectivity assay indicated that CoSBC can selectively inhibit MEK1/2 kinases rather than other MAPKs (mitogen-activated protein kinases) family kinases. Moreover, the interaction mode of 2b with MEK1 protein has been demonstrated by computer aided drug design.

Iridium(I) homobinuclear complexes containing salen-type ligands as bridge

New binuclear iridium(I) complexes with general formula [Ir2(η4-cod)2(μ-SB)] (1–12) derived from the reactions of tetradentate Schiff bases ligands [N,N′-ethylenebis(5-R-salicylideneimine)] (5,5′-R-salenH2), [N,N′-1,3-propylenebis(5-R-salicylideneimine)] (5,5′-R-salpenH2), and [N,N′-o-phenylenebis(5-R-salicylideneimine)] (5,5′-R-salphenH2) (R = H, MeO, Cl, NO2) with [Ir(cod)(μ-Cl)]2 were synthesized. The homobinuclear nature of this iridium complexes was supported by elemental analysis, FAB-Mass and 1H NMR spectrometry. Full characterization was accomplished by IR spectroscopy, 13C NMR and bidimensional NMR experiments (COSY, HSQC, HMBC and NOESY). In addition, iridium complex [(Ir(η4-cod)2(μ-5,5′-MeO-salen)] (2) was characterized by X-ray crystallography, showing that ethylene bridge is a s-trans conformation, and that the Schiff base ligand act as a bridging N,O-bidentate ligand toward two iridium atoms, and 1,5-cyclooctadiene (cod) ligand complete the coordination sphere of metal center. The effect of the substituent groups on salicylaldiminate fragments has been studied by 13C{1H} NMR shift and Hammett sigma correlations for each series of complexes.