TY - JOUR
T1 - Recyclable hybrid silica-based catalysts derived from Pd-NHC complexes for suzuki, heck and sonogashira reactions
AU - Borja, Guadalupe
AU - Monge-Marcet, Amàlia
AU - Pleixats, Roser
AU - Parella, Teodor
AU - Cattoën, Xavier
AU - Wong Chi Man, Michel
PY - 2012/7/1
Y1 - 2012/7/1
N2 - Two silylated Pd-NHC complexes were immobilized on hybrid silicas by sol-gel cocondensation with tetraethyl orthosilicate (TEOS) and performed well as recyclable catalysts towards the Heck, Suzuki, and Sonogashira coupling reactions. Remarkable conversion and recyclability were achieved in the Suzuki reaction with a challenging aryl chloride. No side products and no undesired homocoupling were observed in Suzuki or Heck reactions, which facilitates the final purification step for the cross-coupling products. High turnover numbers and turnover frequencies were found for copper- and phosphane-free Sonogashira reaction between p-bromoacetophenone and phenylacetylene. © 2012 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
AB - Two silylated Pd-NHC complexes were immobilized on hybrid silicas by sol-gel cocondensation with tetraethyl orthosilicate (TEOS) and performed well as recyclable catalysts towards the Heck, Suzuki, and Sonogashira coupling reactions. Remarkable conversion and recyclability were achieved in the Suzuki reaction with a challenging aryl chloride. No side products and no undesired homocoupling were observed in Suzuki or Heck reactions, which facilitates the final purification step for the cross-coupling products. High turnover numbers and turnover frequencies were found for copper- and phosphane-free Sonogashira reaction between p-bromoacetophenone and phenylacetylene. © 2012 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
KW - C-C coupling
KW - Carbenes
KW - Cross-coupling
KW - Green chemistry
KW - Heterogeneous catalysis
KW - Palladium
KW - Sol-gel processes
KW - Supported catalysts
UR - https://www.scopus.com/pages/publications/84862752793
U2 - 10.1002/ejoc.201200205
DO - 10.1002/ejoc.201200205
M3 - Article
SN - 1434-193X
SP - 3625
EP - 3635
JO - European Journal of Organic Chemistry
JF - European Journal of Organic Chemistry
IS - 19
ER -