13206-60-5Relevant academic research and scientific papers
Synthesis of aryl aldimines and their activity against fungi of clinical interest
da Silva, Cleiton M.,da Silva, Danielle L.,Martins, Cleide V.B.,de Resende, Maria A.,Dias, Esther S.,Magalhaes, Thais F.F.,Rodrigues, Leticia P.,Sabino, Adao A.,Alves, Rosemeire B.,de Fatima, Angelo
, p. 810 - 815 (2011)
Aldimines are aldehyde-derived compounds that contain a C=N group. Besides its broad industrial applications, this class of non-naturally occurring compounds are found to possess antibacterial, antifungal, antimalarial, antiproliferative, anti-inflammatory, antiviral, and antipyretic properties. Based on this, six aryl aldimines were synthesized from the condensation of aromatic amines with benzaldehydes. The antifungal activities of synthesized compounds were evaluated against nineteen fungal strains that included Candida and Aspergillus species, Cryptococcus neoformans. The aryl aldimines 2-(benzylideneamino)phenol (3) and 4-(benzylideneamino)phenol (8) were the most active compounds against the fungi studied. Compounds 3 and 8 efficiently inhibited the metabolism of C. neoformans mature biofilm.
Inclusion complexes of Schiff bases as phytogrowth inhibitors
Fernandes, Sergio Antonio,Do Couto Tavares, Eder,Teixeira, Robson Ricardo,Da Silva, Cleiton Moreira,Montanari, Ricardo Marques,De Fatima, Angelo,Anconi, Cleber Paulo Andrada,De Almeida, Wagner Batista,Dos Santos, Helio Ferreira,Da Silva, Antonio Alberto
, p. 197 - 204 (2013)
This article details the preparation, characterization and phytotoxic evaluation of several Schiff base inclusion complexes obtained from β-cyclodextrin and p-sulfonic acid calix[6]arene. The inclusion complexes (1:1 molar ratio) were prepared by mixing a 5 mmol L-1 aqueous solution (containing 1 % DMSO) of Schiff bases (guests) with aqueous solution (containing 1 % DMSO) of 5 mmol L-1 of β-cyclodextrin or p-sulfonic acid calix[6]arene (hosts). The host-guest systems were characterized via a series of NMR experiments. The ability of the complexes to interfere with the radicle elongation of Sorghum bicolor (dicotyledonous species) and Cucumis sativus (monocotyledonous species) was evaluated. After 48 h, the inclusion complexes inhibited the radicle elongation of both species from 11 to 56 %. The formation of inclusion complexes was also investigated theoretically by molecular dynamics simulations in aqueous solution through implicit approach. Based on the experimental observation, the phytotoxic activity evaluated can be attributed to the formation of host-guest systems. This was supported by the theoretical findings based on stable interaction energy analyses for all the studied supramolecular systems.
Transfer hydrogenation of aldehydes and ketones catalyzed using an aminophosphinite POCNHpincer complex of Ni(ii)
?ztop?u, ?zgür,Hayrapetyan, Davit,Khalimon, Andrey Y.,Lyssenko, Konstantin A.,Segizbayev, Medet,Shakhman, Dinmukhamed
, p. 11950 - 11957 (2020/09/21)
The aminophosphinite pincer complex (POCNH)NiBr was found to effectively catalyze the transfer hydrogenation of aldehydes and ketones with 2-propanol and KOtBu as a base, presenting a rare example of bifunctional nickel transfer hydrogenation catalysts. The transfer hydrogenation of aldehydes and ketones was found to be selective, tolerating a wide range of other functional groups, including those prone to reduction, such as esters, amides, alkenes, pyridines, and nitriles. The reactions were suggested to proceedviathe metal-ligand cooperative mechanism with an intermediacy of an amido (POCN)NiIIspecies.
Acceptorless dehydrogenative construction of CN and CC bonds through catalytic aza-Wittig and Wittig reactions in the presence of an air-stable ruthenium pincer complex
Biswas, Nandita,Das, Kalicharan,Sardar, Bitan,Srimani, DIpankar
, p. 6501 - 6512 (2019/05/24)
The construction of CN bonds was achieved by the dehydrogenative coupling of alcohol and azide via aza-Wittig type reaction. The reaction is catalyzed by an acridine-derived ruthenium pincer complex and does not use any oxidant. The present protocol offers a wide substrate scope, including aliphatic, aryl or heteroaryl alcohol/azides. This expeditious protocol was successfully applied to construct a CC bond directly from alcohol via dehydrogenative Wittig reaction. Furthermore, the synthesis of structurally important pyrrolo[1,4]benzodiazepine derivatives was also achieved by this methodology.
The evaluation of the role of C-H?F hydrogen bonds in crystal altering the packing modes in the presence of strong hydrogen bond
Kaur, Gurpreet,Singh, Sandhya,Sreekumar, Amritha,Choudhury, Angshuman Roy
, p. 154 - 169 (2015/11/18)
Interactions involving fluorine is an area of contemporary research. To unravel the importance of weak C-H?F hydrogen bonds and C-H?π interactions in organic compounds in the presence of strong hydrogen bond, a series of N-benzylideneanilines with simultaneously hydroxyl (-OH) and fluorine substitutions were synthesized for structural analysis. These compounds have been studied through experimental single crystal X-ray diffraction analysis and computational methods (Gaussian09 and AIM2000). The hydroxyl group present in all the molecules were found to form strong O-H?N hydrogen bond, but the spatial arrangement of the molecules connected by this hydrogen bond have been found to be controlled by the weak C-H?F and C-H?O hydrogen bonds, weak C-H?π and π?π interactions. This manuscript illustrates the importance of several weaker interactions in altering the packing modes in the presence of strong hydrogen bonds.
Nano magnetic sulfated zirconia (Fe3O4@ZrO2/SO42-): An efficient solid acid catalyst for the green synthesis of α-aminonitriles and imines
Ghafuri, Hossein,Rashidizadeh, Afsaneh,Ghorbani, Behnaz,Talebi, Majid
, p. 4821 - 4829 (2015/06/16)
In this research, nano magnetic sulfated zirconia was prepared and characterized by Fourier transform infrared spectroscopy (FT-IR), scanning electron microscopy (SEM), transmission electron microscopy (TEM), energy dispersive X-ray spectroscopy (EDX), X-ray diffraction (XRD) measurements and vibrational sample magnetometry (VSM). Its catalytic activity was investigated for the one-pot three component green synthesis of α-aminonitriles using various aldehydes and ketones at room temperature in ethanol. This protocol has various advantages such as: simple work-up, short reaction time, high product yields and easy recovery and reusability of the catalyst.
Synthesis, characterization, and oxidation of new POCNimine-type pincer complexes of nickel
Mougang-Soum, Berline,Belanger-Garipy, Francine,Zargarian, Davit
supporting information, p. 5990 - 6002 (2015/02/19)
This report describes the synthesis and characterization of new pincer-type complexes of divalent and trivalent nickel. Refluxing toluene mixtures of NiBr2(CH3CN)n and the unsymmetrical pincer-type ligands Ph-POCH/su
The antioxidant effect of imine resveratrol analogues
Lu, Jing,Li, Chang,Chai, Yun-Feng,Yang, De-Yu,Sun, Cui-Rong
supporting information; experimental part, p. 5744 - 5747 (2012/09/22)
Twenty five Imine resveratrol analogues (IRAs) were synthesized, replacing the CC bond in resveratrol with CN bond, as well as substitution modifications on aromatic rings. Radical scavenging activities against DPPH, along with singlet oxygen quenching capacities were evaluated, and further confirmed using density functional theory calculations (DFT). It was found that IRAs bearing ortho-OH on B ring have better radical scavenging activities against DPPH than resveratrol, these compounds were also found to be effective 1O 2 quenchers. Theoretical studies on the reaction mechanism of these compounds with 1O2 suggest that the 1,3-addition to a double bond with a -OH group with the formation of allylic hydroperoxide is the most probable reaction route.
Synthetic method for the preparation of 2-aminomethyl-1,3-diene derivatives through indium-mediated 1,3-butadien-2-ylation of imines
Seomoon, Dong,Jaemyung A.,Lee, Phil Ho
supporting information; experimental part, p. 2401 - 2404 (2009/10/10)
An efficient method for the preparation of a variety of 2-aminomethyl-1,3-dienes was developed through the reaction of imines with organoindium reagent generated in situ from indium and 1,3-dibromo-2-butyne. Three-component reactions of aldehydes, amines,
STUDIES ON ORGANOPHOSPHORUS COMPOUNDS XXXII Reactions of 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide with compounds containing the N=O function
Jorgensen, K. A.,Shabana, R.,Scheibye, S.,Lawesson, S.-O.
, p. 247 - 254 (2007/10/02)
Reactions of 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide, 1, with a series of substrates having a semipolar bond have been studied.C-Nitroso compounds react to give azoxy compounds or azo compounds, whereas N,N-dimethyl-p-nitrosoaniline furnishes p-dimethylamino-N-thiosulfinyl-aniline, 6, and benzofurazan-1-oxide produces 2,1,3-benzothiadiazole.N-nitroso compounds react with 1 to give phosphorous heterocycles in which the N-nitroso function is destroyed.Elimination of HNO from certain N-nitroso compounds has also been observed.Nitrones and N-oxides react with 1 to form the corresponding deoxygenated products.In the case of quinoline-N-oxide, small amounts of quinoline-2-thione could be isolated in addition to the deoxygenated product.Mechanistic considerations are presented.
