3369-35-5Relevant academic research and scientific papers
Room Temperature Acid-Free Greener Synthesis of Imine Using Cobalt-Doped Manganese Tungstate
Mal, Diptangshu Datta,Pradhan, Debabrata
supporting information, p. 2211 - 2218 (2022/01/31)
Facile synthesis of an imine compound through a greener route is still a challenging task. Industrial processes rely on the age-old Schiff reaction for the synthesis of imine, which are reversible and nongreen from an environmental viewpoint. Herein, coba
Additional effect of para-hydroxyl on the reduction potentials of the N-benzylidenebenzenamines
Cao, Chao-Tun,Zhou, Wei,Cao, Chenzhong
, (2019/12/27)
The reduction potential ERed of disubstituted N-benzylidenebenzenamines XArCH NArY (abbreviated as XBAY) is a measure of the electron acceptance ability of the Lowest-energy Unoccupied Molecular Orbital (LUMO) in molecule, which is closely related to the electronic effects of substituents X and Y in molecule. Previous studies on the ERed of XBAY reported by Luo, Wang, and Yuan all did not involve these molecules containing hydroxyl. In this work, 28 samples of disubstituted N-benzylidenebenzenamines containing para-hydroxyl, (abbreviated as 4-OHBAY or XBAOH-4′) were synthesized, and their ERed values were measured. Then, 127 compounds were taken as a complicated ERed data set, which involved 28 compounds (4-OHBAY and XBAOH-4′) of this work and 99 compounds XBAY reported by Luo. Based on these data ERed set, through a quantitative regression analysis method and comparison of the factors affecting the ERed, the following results are obtained: (a) Because the phenolic hydroxyl OH can dissociate H+ to form phenolic oxygen anion, the change regularity of ERed of compounds 4-OHBAY and XBAOH-4′ is somewhat different from that of ERed of XBAY compounds without hydroxyl OH. That is, hydroxyl OH has an additional effect on the ERed, which decreases the ERed value. (b) The additional effects of 4-OH on the ERed is different from that of 4′-OH. The effect of hydroxyl OH attached to the aldehyde aromatic ring on the ERed is more than that of OH attached to the amine aromatic ring.
New wide-stability four-ring azo/ester/Schiff base liquid crystals: Synthesis, mesomorphic, photophysical, and DFT approaches
Ahmed, Hoda. A.,Ahmed, Nagwa H. S.,Hagar, Mohamed,Saad, Gamal R.
, p. 9643 - 9656 (2020/03/19)
New four-groups-based azo/ester/Schiff base liquid crystals, ((4-substitutedphenylimino)methyl)phenyl 4-[2-(4-alkoxyhenyl)diazenyl]benzoate, Ina-d, were synthesized and analyzed for their mesomorphic stability and optical activity. In these com
Effect of substituents on the UV spectra of supermolecular system: Silver nanoparticles with bi-aryl Schiff bases containing hydroxyl
Cao, Chao-Tun,Cheng, Shimao,Zhang, Jingyuan,Cao, Chenzhong
, (2018/11/25)
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.
Iron-Catalyzed Nitrene Transfer Reaction of 4-Hydroxystilbenes with Aryl Azides: Synthesis of Imines via C=C Bond Cleavage
Peng, Yi,Fan, Yan-Hui,Li, Si-Yuan,Li, Bin,Xue, Jing,Deng, Qing-Hai
, p. 8389 - 8394 (2019/10/16)
C=C bond breaking to access the C=N bond remains an underdeveloped area. A new protocol for C=C bond cleavage of alkenes under nonoxidative conditions to produce imines via an iron-catalyzed nitrene transfer reaction of 4-hydroxystilbenes with aryl azides is reported. The success of various sequential one-pot reactions reveals that the good compatibility of this method makes it very attractive for synthetic applications. On the basis of experimental observations, a plausible reaction mechanism is also proposed.
Abnormal effect of hydroxyl on the longest wavelength maximum in ultraviolet absorption spectra for bis-aryl Schiff bases
Cao, Chao-Tun,Zhou, Wei,Cao, Chenzhong
, (2017/09/19)
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.
Non-symmetric chiral liquid crystal dimers. Preparation and characterisation of the (S)-(benzylidene-4′-substitutedaniline)-2″-methylbutyl-4?(4″″-phenyloxy)-benzoateoxy)hexanoates
Yeap, Guan-Yeow,Osman, Faridah,Imrie, Corrie T.
, p. 118 - 125 (2016/02/12)
The properties of six chiral non-symmetric dimers belonging to the family of (S)-(benzylidene-4′-substitutedaniline)-2″-methylbutyl-4?(4″″-phenyloxy)benzoate-oxy)hexanoates are described. The terminal substituents on the 4-benzylidene-4′-substituted fragm
Synthesis of novel Schiff Bases containing acryloyl moiety and the investigation of spectroscopic and electrochemical properties
Silku, Pakize,?zkinali, Sevil,?ztürk, Zeynel,Asan, Abdurrahman,K?se, D. Ali
, p. 72 - 83 (2016/03/30)
A novel Schiff bases and their acryloyl derivatives were synthesized through the reaction of p-hydroxybenzaldehyde in order of with aniline, p-chloroaniline, p-nitroaniline, p-methylaniline and p-aminobenzoic acid. The structures of these compounds were characterised spectroscopic techniques such of IR, 1H NMR, 13C NMR and Mass spectroscopy. π→π?and n→π?transitions were determined via UV-vis spectroscopy studies performed in EtOH, CHCl3, and DMF. Furthermore, the inhibition efficiencies of these new compounds were investigated on the surface of steel within the solution of 0.1 M NaCl, 0.1 M NaOH and 0.10 M H2SO4 solution via cyclic voltammetry and Tafel extrapolation methods.
Molecular structure-thermal behaviour relationship of dimers consisting of different terminal substituents and sulphur-sulphur linking group
Yeap, Guan-Yeow,Osman, Faridah,Kamil Mahmood, Wan Ahmad,Takeuchi, Daisuke
, p. 666 - 672 (2016/02/03)
A new series of dimers 6-(4-oxybenzylidine-4′-substituted-aniline)hexyldisulphides containing various terminal substituents (CH3, C2H5, Cl and Br) have been synthesized. The correlation between the molecular structure and
Symmetrical trimeric star-shaped mesogens based on 1,3,5-trisubstituted benzene incorporating Schiff base and azobenzene fragments as the peripheral units: Synthesis and mesomorphic properties
Yeap, Guan-Yeow,Ooi, Yew-Hong,Uchida, Nozomi,Ito, Masato M.
, p. 847 - 859 (2014/07/07)
Two series of symmetrical three-armed star-shaped mesogens based on 1,3,5-trihydroxybenzene as a core unit, interconnecting three Schiff base or azobenzene moieties via oxymethylene spacers have been synthesized and characterized by spectroscopic techniqu
