Miniprojeto para ensino de Química Orgânica Experimental baseado no acoplamento catalítico N-C promovido por micro-ondas

“Green” Suzuki-Miyaura cross-coupling: An exciting mini-project for chemistry undergraduate students

“…The students found it interesting to use an adapted domestic microwave oven to heat the Suzuki-Miyaura reaction mixture. This apparatus has already been used successfully in N C cross-coupling reactions by our group (Dalmás et al, 2013). The yield ranged from 41% to 92% (Table 1), according to the heating time used.…”

“…Recent advances in chemistry and specifically the emergence of green chemistry require that students be trained in catalytic organic reactions (Lenardão, Freitag, Dabdoub, Batista, & Silveira, 2003). Microwave heat, a global trend in eco-friendly synthesis, that can be applied in chemistry classes is very efficient and produces excellent results with a short reaction time (Dalmás et al, 2013;Konrath, Piedade, & Eifler-Lima, 2012;Teixeira et al, 2010). Thus, teaching mini-projects that involve more complex organic syntheses (e.g., C C cross-coupling reactions) that are prepared using microwave heat presents a good method for a thorough training in organic chemistry (Aktoudianakis et al, 2008;Soares, Fernandes, Chavarria, & Borges, 2015).…”

“…To provide students with this experience, a three-week experiment (lab period = 3 h/week) is described based on the Suzuki-Miyaura cross-coupling reaction of phenylboronic acid (1) with 4-iodoanisole (2), which is catalyzed by Pd/C, to synthesize 4-methoxybiphenyl (3) via refluxing under air in an adapted domestic microwave oven (Scheme 1; Dalmás et al, 2013).…”