Microwave-assisted synthesis of a new fluorinated Biphenyl-Schiff base with potential application in nonlinear optical / Síntese assistida por micro-ondas de uma nova Bifenil-Base de Schiff Fluorada com potencial aplicação em óptica não linear

• Autor(a) principal: Santos, Daniela Corrêa
• Data de Publicação: 2021
• Outros Autores: Junior, Marcos Antonio de Abreu Lopes, Paschoal, Diego Fernando da Silva, de Souza, Andréa Luzia Ferreira
• Tipo de documento: Artigo
• Idioma: por
• Título da fonte: Revista Veras
• Texto Completo: https://ojs.brazilianjournals.com.br/ojs/index.php/BRJD/article/view/31856
• topic: Schiff Base; Biphenyl; Nonlinear Optical Properties; First Hyperpolarizability; Suzuki-Miyaura; Microwave.

The new fluorinated Biphenyl-Schiff Base 3 was synthesized by a synthetic route involving three steps, with the formation of two intermediates precursors. Primarily by the result of a Suzuki-Miyaura cross-coupling reaction forming the fluorinated 4-aminobiphenyl (1) and later by the result of the nucleophilic substitution SN2 obtaining the intermediate 4-[2-(dimethylamino)ethoxy]-benzaldehyde (2). The Schiff base 3 was obtained through the condensation reaction between intermediates 1 and 2. The methodology involving the reaction to form intermediate 2 proved to be more effective when aided by microwave irradiation providing a significantly higher yield in a shorter time. The GC-MS showed that all compounds were synthesized by the proximity of the calculated m/z ratio and that found. In addition, theoretical calculations showed that the new fluorinated Biphenyl-Schiff Base 3 obtained a value for the first hyperpolarizability ( of 45.1 x 10-30 esu that is approximately five times greater than the experimental value of 9.2 x 10-30 esu for the reference compound (p-nitroaniline).