title: One-pot formation of aromatic tetraurea macrocycles.
abstract: Treating derivatives of m-phenylenediamine having different electron-richness and reactivities with triphosgene in the presence of triethylamine led to aromatic tetraurea macrocycles in high yields. Factors important for efficiently forming these macrocycles include the molar ratio (2:1) between the diamine and triphosgene, reaction temperature (-75 °C), and solvent (CH2Cl2). By controlling the order and rate for adding diamines, tetraurea macrocycles consisting of two different types of monomeric residues have also been obtained in high yields.
authors.affiliation: College of Chemistry, Beijing Normal University , Beijing 100875, China, National Institutes for Food and Drug Control of China , Beijing 100050, China, and Department of Chemistry, University at Buffalo , State University of New York, Buffalo, New York 14260, United States.
authors.forename: Zehui
authors.initials: Z
authors.lastname: Wu
authors.forename: Ting
authors.initials: T
authors.lastname: Hu
authors.forename: Lan
authors.initials: L
authors.lastname: He
authors.forename: Bing
authors.initials: B
authors.lastname: Gong
mesh_terms: D003959:Diamines / Q000737:chemistry*; D004583:Electrons; D047028:Macrocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010655:Phenylenediamines; D014508:Urea / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D003959:Diamines; D047028:Macrocyclic Compounds; D010655:Phenylenediamines; D014508:Urea; C008381:3-phenylenediamine