54945-27-6Relevant academic research and scientific papers
Improved method for the preparation of macrocyclic diamides
Gryko, Daniel T.,Gryko, Dorota,Jurczak, Janusz
, p. 1310 - 1312 (1999)
Sodium methoxide was found to be an effective catalyst in the reaction of diesters with diamines leading to macrocyclic diamides. The time of reaction was shortened by about 20 times as compared with previous results (to several hours usually). Additionally, yields of desired products were improved by about 2-8 times.
Complex formation of pyridine-azacrown ether amide macrocycles with proton and heavy metal ions in aqueous solution
Fedorov, Yury,Fedorova, Olga,Peregudov, Alexander,Kalmykov, Stepan,Egorova, Bayirta,Arkhipov, Dmitry,Zubenko, Anastasia,Oshchepkov, Maxim
, p. 244 - 250 (2016)
This research concerns the analysis of the proton and metal ion binding of amide macrocycles of different structures and sizes by potentiometric, 1H NMR and X-ray diffraction methods. Protonated ligands exist as a 3D network structures. The ligands form 1:1 complexes with heavy metal ions (Cu2+, Cd2+, Pb2+, Zn2+, and Ni2+) in aqueous solutions and demonstrate the high selectivity towards Cu2+ cations. The pyridine-2,6-dicarbamide fragment provides structural rigidity to crown ether, resulting the molecule has an open cavity and faster kinetics of metal complexes formation.
Synthetic and crystallographic studies on pyridinophanes
Gryko, Daniel T.,Piatek, Piotr,Pecak, Agnieszka,Palys, Marcin,Jurczak, Janusz
, p. 7505 - 7516 (1998)
Eight macrocyclic bisamides and tetramides have been synthesized by reaction of dimethyl pyridine-2,6-dicarboxylate 1 with α.ω-diaminoethers in methanol as a solvent. Relationship between structure of an amine used and a ratio of bisamide to tetramide has been investigated. The X-ray structure of macrocyclic amides 8, 9, 14 and linear amide 16 are reported. They show intramolecular hydrogen bond patterns within macrocyclic cavities involving N(Py) ··· NH(amide) and in the cases of 9.14 and 16, neutral molecules of water. Stability constants of selected ligands were measured using voltammetry.
Factors Influencing the Course of the Macrocyclization of α,ω-Diamines with Esters of α,ω-Dicarboxylic Acids
Gryko, Dorota,Gryko, Daniel T.,Sierzputowska-Gracz, Hanna,Piatek, Piotr,Jurczak, Janusz
, p. 156 - 166 (2007/10/03)
The efficient synthesis of eight new macrocyclic amides (lactams) via reaction of diesters with diamines under normal dilution conditions is described. The role of intermolecular H-bond formation and steric hindrance is discussed based on 1H- a
