Room-temperature Suzuki-Miyaura reactions mediated by native and derivatized b−cyclodextrins

Room-temperature Suzuki-Miyaura reactions mediated by native and derivatized b−cyclodextrins

Silva, Aires da Conceição; Senra, Jaqueline D.; Aguiar, Lúcia C. S.; Simas, Alessandro B. C.; Souza, Andréa Luzia F. de; Malta, Luiz Fernando B.

Abstract:

Suzuki-Miyaura reactions provide a simple and effective synthetic route to biaryls by using a wide range of palladium catalysts. Our group has recently showed that 2-hydroxypropyl-_-cyclodextrin is an effective green reductant/capping agent for the preparation of Pd nanoparticles with good catalytic activity in C-C cross-couplings in water. In this work, we present our findings concerning the effect of different _-CDs on the room-temperature Suzuki- Miyaura reaction between phenylboronic acid and 4- bromoacetophenone in the isopropyl alcohol-water system. The results suggest that the nature of the substituents and CD concentration play a role in the catalysis.

Suzuki-Miyaura reactions provide a simple and effective synthetic route to biaryls by using a wide range of palladium catalysts. Our group has recently showed that 2-hydroxypropyl-_-cyclodextrin is an effective green reductant/capping agent for the preparation of Pd nanoparticles with good catalytic activity in C-C cross-couplings in water. In this work, we present our findings concerning the effect of different _-CDs on the room-temperature Suzuki- Miyaura reaction between phenylboronic acid and 4- bromoacetophenone in the isopropyl alcohol-water system. The results suggest that the nature of the substituents and CD concentration play a role in the catalysis.

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DOI: 10.5151/chempro-14bmos-R0021-1

Referências bibliográficas

• [1] 1 Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457.
• [2] 2 Bellina, F.; Carpita, A.; Rossi, R. Synthesis 2004, 15, 2419.
• [3] 3 Senra, J. D.; Malta, L. F. B.; Costa, M. E. H. M.; Aguiar, L. C. S.; Simas, A. B. C.; Antunes, O. A. C. Adv. Synth. Catal. 2009, 351, 2411.

Como citar:

Silva, Aires da Conceição; Senra, Jaqueline D.; Aguiar, Lúcia C. S.; Simas, Alessandro B. C.; Souza, Andréa Luzia F. de; Malta, Luiz Fernando B.; "Room-temperature Suzuki-Miyaura reactions mediated by native and derivatized b−cyclodextrins", p-21-21. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-14bmos-R0021-1