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No. of bitstreams: 1 WendyMarinaToscanoQueirozDeMedeiros_DISSERT.pdf: 5044518 bytes, checksum: be0ad7506b973125eacfef544d411fd4 (MD5) Previous issue date: 2014-07-21 / Coordena??o de Aperfei?oamento de Pessoal de N?vel Superior - CAPES / Com o presente trabalho tem-se como objetivo contribuir para o desenvolvimento da qu?mica de coordena??o de macromol?culas como o resorcinareno, com a s?ntese e caracteriza??o de novos complexos de cobre com os ligantes cloretos, vanilina e resorcinareno, todos eles coordenados ? fenantrolina, uma mol?cula que ? biologicamente ativa e possui importantes propriedades em sistemas biol?gicos. O complexo [(Cu(phen))4(resvan)], sintetizado a partir da rea??o direta do resorcinareno com metais, gera v?rias possibilidades de coordena??o, o que dificulta sua caracteriza??o. Por isso, com o objetivo de limitar os s?tios de coordena??o do ligante, o complexo [(Cu(phen))4(resvan)]Cl4 foi formado a partir de uma nova metodologia de s?ntese. Os complexos cis-[Cu(phen)Cl2], cis-[Cu(phen)(van)]Cl, [(Cu(phen))4(resvan)] e [(Cu(phen))4(resvan)]Cl4 foram caracterizados pelas t?cnicas espectrosc?picas de IV, Uv-Vis e EPR. Atrav?s do infravermelho foi poss?vel comprovar a presen?a do ligante fenantrolina em todos os complexos sintetizados, bem como a presen?a do ligante vanilina no complexo cis-[Cu(phen)(van)]Cl e do ligante resvan no complexo [(Cu(phen))4(resvan)], al?m de indicar a forma??o do resorcinareno no complexo [(Cu(phen))4(resvan)]Cl4. Os espectros eletr?nicos dos compostos de coordena??o obtidos indicaram a presen?a do ligante fenantrolina, atrav?s de suas bandas intensas na regi?o do ultravioleta. Para o complexo cis-[Cu(phen)(van)]Cl esta t?cnica indicou ainda a presen?a do ligante vanilina, a partir das bandas intraligante da vanilina e de transfer?ncia de carga, LMCT. Al?m disso, os espectros apresentaram bandas d-d, confirmando a presen?a de metais nos compostos formados. A quantidade de ?tomos de cobre presentes no complexo [(Cu(phen))4(resvan)]Cl4 foi estimada, a partir da an?lise comparativa das absorb?ncias de solu??es de mesma concentra??o de [(Cu(phen))4(resvan)]Cl4 e cis-[Cu(phen)(van)]Cl, a qual indica que estes compostos possuem em suas estruturas ?tomos de cobre na propor??o 4:1. Os espectros de EPR dos compostos cis-[Cu(phen)Cl2], cis-[Cu(phen)(van)]Cl e [(Cu(phen))4(resvan)]Cl4 apresentaram perfis axiais, enquanto que o complexo [(Cu(phen))4(resvan)] apresentou perfis axial e r?mbico, indicando uma mudan?a no ambiente de simetria do Cu(II) para este complexo. Os ligantes vanilina e resvan foram submetidos a ensaios biol?gicos com resultados satisfat?rios, ambos apresentando atividade antioxidante e baixa toxicidade, al?m da vanilina apresentar certo car?ter antitoxopl?smico. / The main objective of the present work is to contribute to the development of the coordination chemistry of macromolecules such as resorcinarene with the synthesis and characterization of new copper complexes with chloride, vanillin and resorcinarene binders, all coordinated to phenanthroline, a biologically active molecule with important properties in biological systems. The complex [(Cu(phen))4(resvan)], was synthesized from the direct reaction of the metals with resorcinarene and generates several possibilities for coordination, which hinders its characterization. Therefore, in order to limit the coordination sites of the ligand, the complex [(Cu(phen))4(resvan)]Cl4 was formed from a new synthetic methodology. The complex cis-[Cu(phen)Cl2], cis-[Cu(phen)(van)]Cl, [(Cu(phen))4(resvan)] and [(Cu(phen))4(resvan)]Cl4 were characterized by spectroscopic techniques such as IR, UV-vis and EPR. By using infrared it has been possible to demonstrate the presence of the phenanthroline ligand in the synthesized complexes, and vanillin in the complex cis- [Cu(phen)(van)]Cl and resvan ligand in the complex [(Cu(phen))4(resvan)], besides this indicating the formation of resorcinarene in the complex [(Cu(phen))4(resvan)]Cl4. The electronic spectra of these coordination compounds indicated the presence of the phenanthroline ligand, by its intense bands in the ultraviolet region. For the complex cis- [Cu(phen)(van)]Cl it still indicated the presence of the ligand vanillin based on intraligand bands of vanillin and charge transfer, LMCT. Furthermore, the spectra showed d-d bands, confirming the formation of metal compounds. The amount of copper atoms present in the complex [(Cu(phen))4(resvan)]Cl4 was estimated from a comparative analysis of the absorbances of solutions of the same concentration of [(Cu(phen))4(resvan)]Cl4 and cis- [Cu(phen)(van)]Cl, which indicates that these compounds have copper atoms in the ratio 4:1. The EPR spectra of the complex cis-[Cu(phen)Cl2], cis-[Cu(phen)(van)]Cl and [(Cu(phen))4(resvan)]Cl4 showed axial profiles, while the complex [(Cu(phen))4(resvan)] showed of axial and rhombic profiles, indicating a change in the symmetry of the Cu (II) to this complex environment. The binders vanillin and resvan underwent biological assays with satisfactory results, both exhibited antioxidant activity and low toxicity, as well vanillin present antitoxopl?smico character.