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Upstream product

• 90-02-8 salicylaldehyde 
• 1885-29-6 anthranilic acid nitrile 
• 2237-30-1 m-cyanoaniline 

Relevant academic research and scientific papers

Anion Effect on the Formation of Zinc-Salicyaldimine Compounds in Neutral and Anionic Complex Forms: Synthesis, Characterization, 1H NMR Studies, and Photophysical Properties

Reactions of Zn(BF4)2 and ZnCl2 with a nitrile-functionalized salicyaldimine ligand, 3-(salicylideneimino)benzonitrile (Hsal-3-PhCN), in both 1 : 1 and 1 : 2 stoichiometry of metal-to-ligand, afforded zinc-salicyaldimine compounds [Zn(sal-3-PhCN)2] (1) and [HNEt3][Zn(sal-3-PhCN)Cl2] (2), respectively. Compound 1 is a neutral zinc-salicyaldimine complex, where the Zn(II) center is in a distorted {ZnN2O2} tetrahedral geometry, made up of two sal-3-PhCN ligands both in the N,O-chelating mode. Comparably, 2 is an ionic zinc-salicyaldimine compound, where the Zn(II) center is in a distorted {ZnNOCl2} tetrahedral geometry, made up of one sal-3-PhCN ligand in the N,O-chelating mode and two chloro ligands. The results indicate that neutral and anionic forms of zinc-salicyaldimine complexes would form under the domination of anion with different zinc-binding abilities. 1H NMR studies indicate different degrees of decomplexation of 2 in different solvents, leading to a dynamic equilibrium between the zinc-salicyaldimine complex form and the neutral form of salicyaldimine ligand. This is achieved by proton transfer and interpreted by the hydrogen-bonding properties of the solvents. Photophysical studies reveal that Hsal-3-PhCN exhibited weak yellow fluorescence (λem=554 nm) while 1 and 2 emitted strong blue (λem=472 nm) and green (λem=504 nm) fluorescence, respectively, in solid-state, and in comparison, much weaker emissions in solution phases.

Effect of substituents on the UV spectra of supermolecular system: Silver nanoparticles with bi-aryl Schiff bases containing hydroxyl

Effect of substituents on the ultraviolet (UV) spectra of supermolecular system involving silver nanoparticles (AgNPs) and Schiff bases was investigated. AgNPs and 49 samples of model compounds (MC), bi-aryl Schiff bases containing hydroxyl (XBAY, involving 4-OHArCH?NArY, 2-OHArCH?NArY, XArCH?NAr-4′-OH, and XArCH?NAr-2′-OH), were synthesized. The size of AgNPs was characterized by transmission electron microscopy (TEM), and the UV absorption spectra of AgNPs, XBAYs, and MC-AgNPs mixed solutions were measured, respectively. The results show that (1) the size of AgNPs is larger in MC-AgNPs solutions than that in AgNPs solution due to the distribution of MC molecules on the surface of AgNPs; (2) the UV absorption wavelength of XBAYs changes in the action of AgNPs and their wavelength shift exists limitation between XBAY and MC-AgNPs solutions; and (3) the wavelength shift limit of MC-AgNPs (λWSL) is influenced by the substituents X and Y and the position of hydroxyl OH. The wavenumber ΔνWSL of λWSL can be quantified by employing the excited-state substituent constant σexCC and Hammett constant σ of substituents X and Y. Comparing with the 4-OH, the 4′-OH makes the ΔνWSL a red shift, whereas the 2′-OH, comparing with the 2-OH, makes the ΔνWSL a blue shift.

Abnormal effect of hydroxyl on the longest wavelength maximum in ultraviolet absorption spectra for bis-aryl Schiff bases

Two sets of bis-aryl Schiff bases that contain 4(or 4′)-OH and 2(or 2′)-OH were synthesized. The first set consists of 4-HOArCH=NArY and XArCH=NArOH-4′, and the second set consists of 2-HOArCH=NArY and XArCH=NArOH-2′. Their ultraviolet absorption spectra were measured and investigated. A very interesting phenomenon was observed by analyzing their wave number νmax (cm?1) of longest wavelength maximum λmax (nm) of ultraviolet. Compared with the change regularity of the νmax of XArCH=NArY (where the X and Y excluded OH), the 4′-position hydroxyl (4′-OH) and 2′-position hydroxyl (2′-OH) have abnormal performance. The details are the following: the 4′-OH contributes an additional red shift to the νmax of XArCH=NArOH-4′ (λmax increase), whereas the 2′-OH contributes an additional blue shift to the νmax of XArCH=NArOH-2′ (λmax decrease). In addition, there are ortho steric effects of all 2-OH and 2′-OH on the νmax for 2-HOArCH=NArY and XArCH=NArOH-2′, and the ortho steric effect contributes a red shift to their νmax. These experimental facts can provide an important theoretical reference for us using aryl Schiff base compounds as optical materials and performing the molecular design.