1150635-10-1Relevant articles and documents
Synthesis, characterization and computational study of CuI nanoparticles immobilized on modified poly (styrene-co-maleic anhydride) as a green, efficient and recyclable heterogeneous catalyst in the synthesis of 1,4-disubstituted 1,2,3-triazoles via click reaction
Ebrahimpour-Malamir, Fatemeh,Hosseinnejad, Tayebeh,Mirsafaei, Razieh,Heravi, Majid M.
, (2018)
Poly (styrene-co-maleic anhydride) (SMA) was modified by reactionwith4-amino-2-methyl-10H-thiene [2,3-b][1,5]-benzodiazepine (ATD) hydrochloride, providing an imide with the appropriate sites for the coordination of Cu(I)ions. This modified SMA was reacted with CuI to obtain immobilized Cu(I) NPs. This Cu(I) NPs (CuI/SMI-TD) was fully characterized by conventional techniques such as FT-IR, NMR, SEM, TEM, EDAX and ICP-AES analysis. The SEM and TEM images clearly showed CuI NPs as spherical shapes and the size of particles is 30-60?nm. Moreover, a quantitative description for experimental features of CuI/SMI-TD was presented via computational assessment for the interactions between copper metal ions and coordination sites of SMI-TD ligand. The catalytic activity of this new catalyst was examined in the regioselective synthesis of 1,4-disubstituted-1,2,3 triazoles in a classical copper-catalyzed reaction a so-called click reaction. The catalyst showed highly efficient catalytic activity, excellent reusability, high yield and more importantly excellent, regioselectivity. The catalyst was recoverable through simple filtration and can be reused at least five times without significant loss of catalytic activity. The heterogeneous nature of the catalyst was confirmed based on the hot filtration test and ICP-AES analysis.
Synthesis of a novel resorcin[4]arene-glucose conjugate and its catalysis of the CuAAC reaction for the synthesis of 1,4-disubstituted 1,2,3-triazoles in water
Husain, Ali A.,Bisht, Kirpal S.
, p. 10109 - 10116 (2019/04/10)
The Cu(i)-catalyzed azide-alkyne cycloaddition (CuAAC) in aqueous media using resorcin[4]arene glycoconjugate (RG) is reported. The eight β-d-glucopyranoside moieties constructed on the resorcin[4]arene upper rim provide a pseudo-saccharide cavity that offers a suitable host environment for water-insoluble hydrophobic azido and/or alkyne substrates in water. The utility of RG was established as an efficient inverse phase transfer catalyst for the CuAAC in water as a green approach for the synthesis of 1,4-disubstituted 1,2,3-triazole species. The catalytic utility of RG (1 mol%) was demonstrated in a multicomponent one-pot CuAAC for various azido/alkyne substrates. The RG acts as a molecular host and a micro-reactor resulting in the 1,4-disubstituted 1,2,3-triazoles in excellent yield.
A straightforward and sustainable synthesis of 1,4-disubstituted 1,2,3-triazoles: Via visible-light-promoted copper-catalyzed azide-alkyne cycloaddition (CuAAC)
Castro-Godoy, Willber D.,Heredia, Adrián A.,Schmidt, Luciana C.,Argüello, Juan E.
, p. 33967 - 33976 (2017/07/17)
A simple and green synthesis of 1,4-disubstituted 1,2,3-triazoles through the effective reduction of copper(ii) assisted by organic dyes and promoted by visible light was developed. This reaction was performed under very mild conditions, using water as solvent, under a non-inert atmosphere, with low catalyst precursor loading, and in the absence of any additive. Copper and solvent recycling was successfully achieved at least three times without loss of efficiency. In addition, a safer one-step one-pot procedure was designed with very good yield.
