2252-32-6Relevant articles and documents
Thiourea-Bridged Nanodiamond Glycoconjugates as Inhibitors of Bacterial Adhesion
Fessele, Claudia,Wachtler, Stefan,Chandrasekaran, Vijayanand,Stiller, Carina,Lindhorst, Thisbe K.,Krueger, Anke
, p. 5519 - 5525 (2015)
The study of bacterial adhesion is crucial to our understanding of infection processes as well as for the development of antiadhesives. Here we have investigated new nanodiamond glycoconjugates intended to inhibit adhesion of type 1 fimbriated E. coli bacteria. For conjugation of saccharides and nanodiamond, thiourea-bridging was employed, a method that has not been used before in nanodiamond derivatization. Amino-prefunctionalized diamond nanoparticles were prepared employing aromatic diazonium salts and reacted with different isothiocyanato-functionalized mannose derivatives. The resulting glyconanodiamonds were characterized and then tested in bacterial binding assays. They are recognized by the bacterial protein FimH according to the structure-activity relationships known for this lectin. Thus, owing to the particular properties of nanodiamond, a valuable material is introduced with the potential to control bacterial adhesion and colonization in a favorable way.
Aryl Diazonium Salts: Powerful Arylating Agents for Catellani-Typeortho-Arylation
Fu, Ying,Guo, Liang-Liang,Zhang, Yu-Xia
supporting information, p. 17437 - 17444 (2021/12/02)
The Catellani reaction provides an efficient synthetic approach to polyfunctionalized arenes. However, the selectiveortho-arylating reagents employed in these reactions have been strictly limited to activated bromoarenes. As demonstrated in this work, aryl diazonium salts bearing both electron-donating and electron-withdrawing substituents, after in situ transformations with KI into the corresponding iodoarenes, were efficient arylating reagents for Catellani typeortho-arylation approaches.
Gold(I)-Catalyzed Cross-Coupling Reactions of Arenediazonium Salts with Alkynoic Acids
Abrams, J. N.,Chi, B. K.
, p. 1236 - 1244 (2020/09/17)
Abstract: The reaction of simple alkynoate salts with isolated arenediazonium tetrafluoroborate salts that had been pre-conditioned with the gold(I) catalyst AuCl(Me2S) led to the formation of cross-coupled products via a decarboxylative Sonogashira reaction process in modest yield and under mild conditions. The major by-product is a defunctionalized aryl moiety stemming from the diazonium salt, which competitively forms via hydrodediazonation. Good functional group tolerance and reaction site selectivity were attained in this limited investigation.