871830-29-4Relevant academic research and scientific papers
Tris-triazole based chemosensors for selective sensing of Pb2+ ions
Rani, Poonam,Lal, Kashmiri,Shrivastava, Rahul
, p. 2443 - 2447 (2019)
A series of novel tris-trizole based neutral chemosensors (4a-c) have been synthesized via click reaction and characterized by various spectral techniques. All the synthesized triazoles were evaluated for their ion binding properties towards various catio
Hyperbranched Polymers with High Degrees of Branching and Low Dispersity Values: Pushing the Limits of Thiol-Yne Chemistry
Cook, Alexander B.,Barbey, Raphael,Burns, James A.,Perrier, Sébastien
, p. 1296 - 1304 (2016)
We propose a versatile approach to the production of hyperbranched polymers with high degrees of branching and low dispersity values (??), involving slow monomer addition of a thiol/yne monomer to multifunctional core molecules in the presence of photoini
Synthesis of Dendritic Glycoclusters and Their Applications for Supramolecular Gelation and Catalysis
Wang, Guijun,Wang, Dan,Bietsch, Jonathan,Chen, Anji,Sharma, Pooja
, p. 16136 - 16156 (2021/01/09)
Glycoclusters with three, four, and six arms of glycosyl triazoles were designed, synthesized, and characterized. The self-assembling properties of these molecules and their catalytic activity as ligands in copper-catalyzed azide and alkyne cycloaddition (CuAAC) reactions were studied. The compounds with a lower number of branches exhibit excellent gelation properties and can function as supramolecular gelators. The resulting gels were characterized using optical microcopy and atomic force microscopy. The glycoconjugates containing six branches showed significant catalytic activity for copper sulfate mediated cycloaddition reactions. In aqueous solutions, 1 mol % of glycoclusters to substrates was efficient at accelerating these reactions. Several trimeric compounds were found to be capable of forming co-gels with the catalytically active hexameric compounds. Using the organogels formed by the glycoconjugates as supramolecular catalysts, efficient catalysis was demonstrated for several CuAAC reactions. The metallogels with CuSO4 were also prepared as gel columns, which can be reused for the cycloaddition reactions several times. These include the preparation of a few glycosyl triazoles and aryl triazoles and isoxazoles. We expect that these sugar-based soft biomaterials will have applications beyond supramolecular catalysis for copper-catalyzed cycloaddition reactions. They may also be useful as ligands or gel matrixes for other metal-ion catalyzed organic reactions.
Trimerization of β-cyclodextrin through the click reaction
Tungala, Kranthikumar,Adhikary,Krishnamoorthi
, p. 295 - 298 (2013/07/25)
Triprop-2-ynyl benzene-1,3,5-tricarboxylate (A) is synthesized by the reaction of 1,3,5-benzenetricarbonyl trichloride with propargyl alcohol and (A) is clicked with mono-6-deoxy-6-azido-β-cyclodextrin (N3-β- CD) in the presence of copper(I) bromide catalyst. N3-β-CD has been prepared from β-cyclodextrin (β-CD) on treatment with toluenesulfonyl chloride (TsCl) and then with sodium azide (NaN3) in two consecutive steps. Further trimer of β-CD is characterized by 1H NMR and FTIR studies. Solubility of β-cyclodextrin (β-CD) in water can be increased by increasing the number of alcoholic OH functionalities and hydrophobic cavities in a molecule by the trimerization of β-CD.
Development of a triazole-cure resin system for composites: Evaluation of alkyne curatives
Gorman, Irene E.,Willer, Rodney L.,Kemp, Lisa K.,Storey, Robson F.
experimental part, p. 2548 - 2558 (2012/08/13)
We are developing a resin system that cures via triazole ring formation (cycloaddition reaction of azides with terminal alkynes) instead of the traditional oxirane/amine reaction. The high exothermicity of the azido/alkyne reaction is expected to yield higher extents of reaction under ambient-cure conditions, making the resin system potentially suitable for out-of-autoclave curing processes. The difunctional azide-terminated resin, di(3-azido-2-hydroxypropyl) ether of bisphenol-A, was selected as the baseline diazide. A number of alkyne crosslinkers were synthesized and characterized, including propiolate esters of di- and trifunctional alcohols, propargyl esters of di- and trifunctional carboxylic acids, propargyl ethers of di- and trifunctional alcohols, and N,N,N′,N′-tetrapropargyl derivatives of primary diamines. Commercially available tripropargyl amine was also studied. Those systems employing a propiolate-based alkyne were found to be much more reactive toward the Huisgen 1,3-dipolar cycloaddition than the propargyl species. Curing energetics as a function of alkyne type, investigated through a dynamic differential scanning calorimetry approach, showed a distinct divide between the averaged activation energies of the propiolate and propargyl-type crosslinkers, 69.2-73.6 kJ/mol versus 82.3-86.4 kJ/mol, respectively. Cured network properties were readily manipulated through the incorporation of varying amounts of di- versus tri- and tetra-functional alkynes or through incorporation of soft alkylene and alkyleneoxy versus rigid aromatic polyalkynes. As expected, mechanical properties, e.g., the temperature of the tan δ peak in dynamic mechanical analysis, were found to increase with increasing crosslink density. These results have allowed us to select the most promising systems for scale-up and fabrication of samples of both pure resin and composites for traditional mechanical property testing, which will be reported in a subsequent paper.
Efficient synthesis of dendrimers via a thiol-yne and esterification process and their potential application in the delivery of platinum anti-cancer drugs
Chen, Gaojian,Kumar, Jatin,Gregory, Andrew,Stenzel, Martina H.
supporting information; experimental part, p. 6291 - 6293 (2010/02/15)
A combination of thiol-yne chemistry and esterification reactions were successfully applied for the preparation of dendrimers with an array of terminal functionalities via the divergent growth strategy; maximizing the number of reactive chain ends whilst
