Sintese e heterogeneização de complexos de paladio : aplicação em reações de acoplamento C-C / Synthesis and heterogeneization of palladium complexes : application in C-C cross-coupling reactions

AUTOR(ES)

Cintia Akemi Sato

DATA DE PUBLICAÇÃO

2007

RESUMO

In this work, palladium complexes, in which phosphored ligands are “anchored” to cyclophosphazenes were synthesized. These complexes, in solution or immobilized in inorganic matrices, were tested in the Suzuki cross-coupling reaction (between phenylboronic acid and bromobenzene, for example), the Stille cross-coupling reaction (between tributylvinyltin and 3-bromotoluene) and the Heck reaction (between styrene and bromobenzene). The catalytic results obtained with the synthesized catalyst, in homogeneous phase, in the Heck reaction (TON = 3900, in 6 hours), was very good, better than those reported for a similar catalyst described in literature. In the Stille reaction, the complex, in homogeneous phase, presented an excellent result (TON = 4340, in 4 hours). In the Suzuki reaction, in homogeneous phase, the obtained TON (123, in 24 hours) was good and comparable to literature. In heterogeneous phase, with the complex encapsulated in silica matrix via the sol-gel process, the obtained results, in the first reaction as well as in the first and second recycling, are higher than those presented in literature and presented the TON close to that obtained in homogeneous phase, in the same reaction time (92, 94 and 92 respectively), without loss of performance. Prospective studies for the immobilization of the complex in silica were done. The catalyst was synthesized with ligands containing hydrolysable groups and anchored in silica. This system was tested in Stille and Suzuki cross-coupling reactions, showing a good performance in both reactions (TON = 1400, in 4 hours, and 49, in 24 hours, respectively) without visual evidence of palladium leaching.

ASSUNTO(S)

catalise catalysis complexos de paladio palladium complexes cross-coupling reactions immobilization of palladium complexes acoplamento c-c imobilização de complexos de paladio

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