Sharif Digital Repository

Herein we report a new organocatalyst for the asymmetric Michael addition of nitroalkanes to α,β-unsaturated aldehydes. This catalyst incorporates a basic imidazole group in addition to the secondary amine responsible for activation of the α,β-unsaturated carbonyl compounds via iminium ion formation. The new organocatalyst is capable of catalyzing the enantioselective carbon-carbon bond formation with a high degree of enantiocontrol providing products in enantiomeric excesses of up to 92% and yields of up to to 91 %. These results constitute the best results so far reported for organocatalyzed Michael additions of nitroalkanes to α,β-unsaturated aldehydes, and provide proof of principle that... 

The synthesis of diamino triphenyl methanes from aniline and aromatic aldehydes was conducted in near critical water and supercritical water. The reaction parameters, such as temperature, density, and reaction time, have been studied. Significant acceleration of the condensation reaction of aniline and aromatic aldehydes can be achieved by using high temperature water, especially near the critical point, in the absence of any acid catalysts. It has been demonstrated that high temperature water act effectively in the place of conventional acid catalysts  

A chemiresistive sensor is described for the lung cancer biomarker hexanal. A composite consisting of molecularly imprinted polymer nanoparticles and multiwalled carbon nanotubes was used in the sensor that is typically operated at a voltage of 4 V and is capable of selectively sensing gaseous hexanal at room temperature. It works in the 10 to 200 ppm concentration range and has a 10 ppm detection limit (at S/N = 3). The sensor signal recovers to a value close to its starting value without the need for heating even after exposure to relatively high levels of hexanal  

A simple and sensitive spectrophotometric method is proposed for the simultaneous determination of protocatechuic acid and protocatechuic aldehyde. The method is based on the difference in the kinetic rates of the reactions of analytes with [Ag(NH3)2]+ in the presence of polyvinylpyrrolidone to produce silver nanoparticles. The data obtained were processed by chemometric methods using principal component analysis artificial neural network and partial least squares. Excellent linearity was obtained in the concentration ranges of 1.23-58.56 ?g mL-1 and 0.08-30.39 ?g mL-1 for PAC and PAH, respectively. The limits of detection for PAC and PAH were 0.039 and 0.025 ?g mL-1, respectively  

Nanoscale graphene oxide (NGO) sheets were synthesized and used as carbocatalysts for effective oxidation of benzylic alcohols and aromatic aldehydes. For oxidation of alcohols in the presence of H2O2 at 80 °C, the NGOs (20% mass fraction) as carbocatalysts showed selectivity toward aldehyde. The rate and yield of this reaction strongly depended on the nature of substituents on the alcohol. For 4-nitrobenzyl alcohol, <10% of it was converted into the corresponding carboxylic acid after 24 h. By contrast, 4-methoxybenzyl alcohol and diphenylmethanol were completely converted into the corresponding carboxylic acid and ketone after only 9 and 3 h, respectively. The conversion rates for... 

Four derivatives of hyaluronic acid (HA) bearing thiol (HA-SH), hydrazide (HA-hy), 2-dithiopyridyl (HA-SSPy), and aldehyde groups (HA-al) respectively were synthesized. Thiol and 2-dithiopyridyl as well as hydrazide and aldehyde make up two chemically orthogonal pairs of chemo-selective functionalities that allow in situ formation of interpenetrating (IPN) disulfide and hydrazone networks simultaneously upon the mixing of the above derivatives at once. The formation of IPN was demonstrated by comparing it with the formulations of the same total HA concentration but lacking one of the reactive components. The hydrogel composed of all four components was characterized by a larger elastic... 

A molybdate-based heterogeneous magnetic catalyst was synthesized and used in direct oxidation of various primary and secondary organic halides to the corresponding aldehydes and ketones using 30% H2O2 as an oxidant in ethanol. Various organic halides were oxidized to their corresponding aldehydes and ketones in good to excellent yields. The catalyst system can be easily separated by applying an external magnetic field and reused for 6 runs without any significant loss of catalytic activity. The catalyst was fully characterized by FT-IR, SEM, TEM, EDS, XRD, VSM, ICP-AES techniques, and elemental analysis (CHN)  

Supported gold(III) on poly(ionic liquid) coated on magnetic nanoparticles produced a highly active, stable, recoverable and high loading for the synthesis of propargylamines (A3 coupling reaction) under green conditions. The reaction of aldehyde, secondary amine and alkyne were followed in aqueous media. The catalyst was characterized by TEM, TGA, AAS, FT-IR, XRD and EDX. A broad diversity of aldehydes, secondary amines, and alkynes, and a good to excellent yield of corresponding propargylamines were synthesized using 1.0% Au. The catalyst was easily recovered and reused 10 times without significant loss of activity  

Oxidative deprotection of silylethers, acetals and ketals, to their corresponding alcohols, aldehydes and ketones have been achieved using oxygen or air in the presence of cobalt and manganese salts of 4-aminobenzoic acid supported an silica gel as catalysts. Reactions are clean and catalysts can be recovered easily and reused repeatedly  

Several aminovinyl phosphonates were prepared in good yield by four-component aminoalkylation of aldehydes with diethyl(trimethylsilyl)amine, triethylphosphite and dimethyl acetylenedicarboxylate mediated by a 5 molar solution of lithium perchlorate in diethyl ether  

Under solvent free conditions between 40-50 °C, BF3.SiO 2, a mild solid acid catalyst, is applied to regio-chemo and stereoselective Claisen-Schmidt condensation. The procedure is very simple and the products are isolated with an easy workup in good to excellent yields  

A one-pot high yielding reductive amination of aldehydes with primary and secondary amines using LiClO4/NaBH4 and LiClO 4/LiAlH4 as reducing agents in diethyl ether is described  

Chitosan is a natural polymer with acceptable biocompatibility, biodegradability, and mechanical stability; hence, it has been widely appraised for drug and gene delivery applications. However, there has been no comprehensive assessment to tailor-make chitosan cross-linkers of various types and functionalities as well as complex chitosan-based semi- and full-interpenetrating networks for drug delivery systems (DDSs). Herein, various fabrication methods developed for chitosan hydrogels are deliberated, including chitosan crosslinking with and without diverse cross-linkers. Tripolyphosphate, genipin and multi-functional aldehydes, carboxylic acids, and epoxides are common cross-linkers used in... 

Lung cancer (LC) is the leading cause of cancer mortality so, the analysis of exhaled human breath has great significance for early non-invasive diagnosis. Poor selectivity and strong humidity are two bottlenecks for the application of gas sensors to exhaled breath analysis. The development of novel extractive phases for the analysis of exhaled breath by chromatography is therefore a lucrative object. Polyhedral oligomeric silsesquioxanes (POSS) are among the 3D porous materials whose unique properties make them promising coatings for solid-phase microextraction (SPME). Selective enrichment of polar or nonpolar targets depends on the pore size and functional groups on the POSSs. Herein, we... 

An efficient and one-pot procedure is described for the synthesis of a variety of derivatives of 1,2-dihydrobenzo[f]chromen-3-ones and 3,4-dihydrochromen-2-ones under solvent-free conditions via a pseudo-four-component domino reaction of acetic anhydride, aryl aldehydes, glycine-based dithiocarbamates, and phenols/naphthols in the presence of l-proline and H4[Si(W3O10)4].xH2O as green catalysts. All products were made under the green strategy for the synthesis of corresponding products with excellent yields (up to 94%) and diastereoselectivity. © 2021 Taylor & Francis Group, LLC  

Red mud (RM) which emerges as a by-product from the alumina producing process has been used as an efficient catalyst for one-pot direct synthesis of nitrile compounds from aldehydes and hydroxylamine hydrochloride under microwave irradiation. ©ARKAT USA, Inc  

Aromatic aldehydes and ketones are readily acetalized or ketalized under microwave irradiation in the presence of water as a solvent  

An efficient route for the synthesis of gem-bis(dithiocarbamate) derivatives is developed using dithiocarbamic acid salts generated from primary aliphatic amines and CS2. The method offers high yields, employs mild reaction conditions, and demonstrates excellent functional group compatibility. The structures of the products were confirmed spectroscopically and by X-ray analysis