An MEDT study of the mechanism and selectivities of the [3+2] cycloaddition reaction of tomentosin with benzonitrile oxide

Divulging the various chemical reactivity of trifluoromethyl-4-vinyl-benzene as well as methyl-4-vinyl-benzene in [3+2] cycloaddition reactions.

Abstract In the present paper, an investigation about the [3 + 2]cycloaddition (32 C A) reactions of benzonitrile oxide with 1-trifluoromethyl-4-vinyl-benzene, and with 1-methyl-4-vinyl-benzene, using the Molecular Electron Density Theory (MEDT) through DFT/B3LYP/6–311++G (d,p), is performed. A deep mechanistic study beside an accurate electronic description of different stationary points along the IRC paths of the two 32 C A reactions have performed by examining the two competitive regioisomericortho/metareaction pathways, and providing the mechanism associated with them. The presence of the CF3 group reduces the activation energy, which makes it possible to increase the experimental yield…

Experimental and theoretical investigations of lignin-urea-formaldehyde wood adhesive: Density functional theory analysis

Abstract In view of its chemical structure, lignin has recently become an interesting candidate for various applications. This work serves to optimize the isolation process of lignin from sugar industry by-product (bagasse can, molasses beet) applying alkali treatment. For this purpose, the effect of alkali and sulfuric acid concentrations have been studied ranging from 10% (w/v) to 20% (w/v) and 1.5 M–3 M, respectively. Moreover, the isolated lignins were characterized by different complementary analysis such as FT-IR and TGA/DTG. The aim behind this work is to reduce formaldehyde emissions and improving mechanical as well as physical properties of wood adhesive. Lignin was added with diff…

Valorization of Solanum Elaeagnifolium Cavanilles Weeds as a New Lignocellulosic Source for the Formulation of Lignin-Urea-Formaldehyde Wood Adhesive

Solanum Elaeagnifolium Cavanilles (SE-Cav) is an invasive plant that has been developed in Mediterranean basin countries especially in Morocco. This weeds which belongs to lignocellulosic biomass a...

Characteristics of cellulose fibers from Opuntia ficus indica cladodes and its use as reinforcement for PET based composites

With the aim of valorizing the unexplored Moroccan resources, Opuntia ficus indica (OFI) cladodes were proposed as a renewable source for the production of cellulose. In this work, cellulose microf...

A molecular electron density theory study of the mechanism, chemo- and stereoselectivity of the epoxidation reaction of R -carvone with peracetic acid

The epoxidation reaction of R-carvone 8 with peracetic acid 9 has been studied within the molecular electron density theory at the B3LYP/6-311(d,p) computational level. The chemo- and stereoisomeric reaction paths involving the two C–C double bonds of R-carvone 8 have been studied. DFT calculations account for the high chemoselectivity involving the C–C double bond of the isopropenyl group and the low diastereoselectivity, in complete agreement with the experimental outcomes. The Baeyer–Villiger reaction involving the carbonyl group of R-carvone 8 has also been analysed. A bonding evolution theory analysis of the epoxidation reaction shows the complexity of the bonding cha…

Mpro-SARS-CoV-2 Inhibitors and Various Chemical Reactivity of 1-Bromo- and 1-Chloro-4-vinylbenzene in [3 + 2] Cycloaddition Reactions

The regioselectvity and the mechanism of the (32CA) cycloadditions reactions of 1-bromo-4-vinylbenzene 1 and 1-chloro-4-vinylbenzene 2 with benzonitrile oxide 3 were investigated under the molecular electron density theory (MEDT) at the B3LYP/6-311++G(d,p) computational level. Evaluation of the ELF reveals that these zwitterionic type (zw-type) 32CA reactions take place in a two-stage one-step mechanism. This MEDT study shows that the meta isoxazolines are kinetically and thermodynamically favored over the ortho ones, these 32CA reactions being completely regioselective, in agreement with experimental outcomes. In addition, the efficiency of isoxazolines against SARS-CoV-2 have been also in…