On methyl-bambus[6]uril compounds with halogens and rare-earths

Author(s)

Renato Salviato Cicolani

• Document type: Doctoral Thesis
• Press: Ribeirão Preto.
• Institution: Universidade de São Paulo (USP). Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto (PCARP/BC)
• Defense date: 2020-08-03

Examining board members

Gregoire Jean Francois Demets; Severino Alves Junior; Koiti Araki; Sofia Nikolaou; Kleber Thiago de Oliveira; Heloise de Oliveira Pastore

• Advisor: Gregoire Jean Francois Demets

Abstract

In this thesis, we present some compounds of methyl-bambus[6]uril (MeBU[6]) with halogens (iodine, bromine and iodine bromide) and rare earth ions(III) (yttrium, lanthanum, cerium, praseodymium and europium). Regarding the methyl-bambus[6]uril compounds with gaseous halogens, we have found that the chloride-bearing macrocycle captures greater amounts of iodine, bromine and iodine bromide gases than the anion-free methyl-bambus[6]uril. Throughout the research, we found that chloride ions interact directly with the halogens and increase the adsorption capacity of chloride-bearing methylbambus[6]uril. In addition, we applied the methyl-bambus[6]uril caviplexes with iodine, bromine and iodine bromide as a source of halogens for some classical organic reactions and have concluded that these compounds can be used instead of free-halogens, with the advantage of being more practical to handle. In the case of methyl-bambus[6]uril compounds with the trivalent ions yttrium, lanthanum, cerium, praseodymium and europium, we obtained solid products using solvothermal methods. After characterization, we concluded that compounds were adducts of methyl-bambus[6]uril with water-rare earth(III) complexes, instead of methyl-bambus[6]uril coordination compounds. By using the europium(III) ion as a structural probe, we concluded that the cation was inserted in a low-symmetry region in the compound and that the adduct was easily dissociated in aqueous solutions. The same logic was applied to the other adducts due to the rare-earth ions(III) chemical similarity. (AU)

• FAPESP's process: 17/19595-5 - Properties and applications for the bambus6uril cavitand
• Grantee: Renato Salviato Cicolani
• Support Opportunities: Scholarships in Brazil - Doctorate