Palladium Supported on Cross-Linked Imidazolium Network on Silica as Highly Sustainable Catalysts for the Suzuki Reaction under Flow Conditions

Michelangelo Gruttadauria, Lucia Anna Bivona, Francesco Giacalone, Cinzia Pavia, Eleonora Ballerini, Lucia Anna Bivona, Luigi Vaccaro, Carmela Aprile

Risultato della ricerca: Articlepeer review

86 Citazioni (Scopus)

Abstract

Highly cross-linked imidazolium-based materials,obtained by radical oligomerization of bisvinylimidazoliumsalts in the presence of 3-mercaptopropyl-modified silica gel, were used as supports for palladium catalysts. Thanks to the high imidazolium loading these materials were able to support a high amount of the metal (10 wt%). Such materialswere characterized by several techniques (13C magic angle spinning nuclear magnetic resonance, the Brunauer–Emmett–Teller technique, X-ray photoelectron spectroscopy, and transmission electron microscopy).The palladium catalysts displayed good activity allowing the synthesis of several biphenyl compoundsin high yields working with only 0.1 mol% of palladium loading at 50 8C in ethanol/water under batch condition. Moreover, a flow apparatus, to optimizethe efficiency of the isolation of the pure products and minimize waste (E-factor), was investigated.For the first time the palladium catalyst and base(K2CO3) were placed in two separate columns allowing an easy recovery of the products with very lowE-factor values (<4). Waste production was reduced by over 99% compared to classic batch conditions.Because of the high Pd loading only 42 mg of catalysts were employed in the Suzuki reaction between 160 mmol of 4-bromotoluene and 180 mmol of phenylboronic acid. No loss in activity was observed.
Lingua originaleEnglish
pagine (da-a)2007-2018
Numero di pagine12
RivistaADVANCED SYNTHESIS &amp; CATALYSIS
Volume355
Stato di pubblicazionePublished - 2013

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Organic Chemistry

Fingerprint Entra nei temi di ricerca di 'Palladium Supported on Cross-Linked Imidazolium Network on Silica as Highly Sustainable Catalysts for the Suzuki Reaction under Flow Conditions'. Insieme formano una fingerprint unica.

Cita questo