SBA-15/POSS-Imidazolium Hybrid as Catalytic Nanoreactor: the role of the Support in the Stabilization of Palladium Species for C−C Cross Coupling Reactions

Francesco Giacalone, Michelangelo Gruttadauria, Vincenzo Campisciano, Carla Calabrese, Carla Calabrese, Leonarda F. Liotta, Carmela Aprile, Carmela Aprile, Fabiana Siragusa, Leonarda Francesca Liotta

Risultato della ricerca: Article

4 Citazioni (Scopus)

Abstract

Supported imidazolium modified polyhedral oligomeric silsesquioxanes (POSS) on SBA-15 have been used as platform for Pd(II) species. The so-obtained material was firstly characterized by means of TGA, solid state NMR, TEM, XPS, SAXS, porosimetry and ICP-OES and it was successfully tested as pre-catalyst in C−C cross couplings, namely Suzuki-Miyaura and Heck reactions. In both cases, the solid proved to be highly efficient and easily recoverable from the reaction mixture. The recyclability was verified for up to seven cycles without showing any activity decrease. Interestingly, only Pd(II) was detected in the reused catalyst in the Heck reaction. Therefore, the versatility of the material was investigated by using various aryl halides. Our palladium nanocomposite was able to promote both Suzuki and Heck reactions down to 0.0007 mol% showing outstanding turnover frequency (TOF) values of 114,286 and 32,381 h−1, respectively. Comparison with the palladium catalyst on SiO2-POSS-imidazolium support showed interesting differences in terms of stabilization of Pd species and recyclability. The excellent outcome of the reactions could be ascribed to the textural properties of the SBA-15 support and the presence of the imidazolium-POSS nanocage within the pores of SBA-15, that worked as a sort of nanoreactor. (Figure presented.).
Lingua originaleEnglish
pagine (da-a)3758-3767
Numero di pagine10
RivistaADVANCED SYNTHESIS & CATALYSIS
Volume361
Stato di pubblicazionePublished - 2019

Fingerprint

Nanoreactors
Palladium
Stabilization
Catalysts
Catalyst supports
Nanocomposites
X ray photoelectron spectroscopy
Nuclear magnetic resonance
Transmission electron microscopy
SBA-15

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Organic Chemistry

Cita questo

SBA-15/POSS-Imidazolium Hybrid as Catalytic Nanoreactor: the role of the Support in the Stabilization of Palladium Species for C−C Cross Coupling Reactions. / Giacalone, Francesco; Gruttadauria, Michelangelo; Campisciano, Vincenzo; Calabrese, Carla; Calabrese, Carla; Liotta, Leonarda F.; Aprile, Carmela; Aprile, Carmela; Siragusa, Fabiana; Liotta, Leonarda Francesca.

In: ADVANCED SYNTHESIS & CATALYSIS, Vol. 361, 2019, pag. 3758-3767.

Risultato della ricerca: Article

@article{4398052229974a6d814a2b19f0740c0f,
title = "SBA-15/POSS-Imidazolium Hybrid as Catalytic Nanoreactor: the role of the Support in the Stabilization of Palladium Species for C−C Cross Coupling Reactions",
abstract = "Supported imidazolium modified polyhedral oligomeric silsesquioxanes (POSS) on SBA-15 have been used as platform for Pd(II) species. The so-obtained material was firstly characterized by means of TGA, solid state NMR, TEM, XPS, SAXS, porosimetry and ICP-OES and it was successfully tested as pre-catalyst in C−C cross couplings, namely Suzuki-Miyaura and Heck reactions. In both cases, the solid proved to be highly efficient and easily recoverable from the reaction mixture. The recyclability was verified for up to seven cycles without showing any activity decrease. Interestingly, only Pd(II) was detected in the reused catalyst in the Heck reaction. Therefore, the versatility of the material was investigated by using various aryl halides. Our palladium nanocomposite was able to promote both Suzuki and Heck reactions down to 0.0007 mol{\%} showing outstanding turnover frequency (TOF) values of 114,286 and 32,381 h−1, respectively. Comparison with the palladium catalyst on SiO2-POSS-imidazolium support showed interesting differences in terms of stabilization of Pd species and recyclability. The excellent outcome of the reactions could be ascribed to the textural properties of the SBA-15 support and the presence of the imidazolium-POSS nanocage within the pores of SBA-15, that worked as a sort of nanoreactor. (Figure presented.).",
keywords = "C−C coupling, Heck reaction, Suzuki-Miyaura reaction, heterogeneous catalysis, palladium",
author = "Francesco Giacalone and Michelangelo Gruttadauria and Vincenzo Campisciano and Carla Calabrese and Carla Calabrese and Liotta, {Leonarda F.} and Carmela Aprile and Carmela Aprile and Fabiana Siragusa and Liotta, {Leonarda Francesca}",
year = "2019",
language = "English",
volume = "361",
pages = "3758--3767",
journal = "ADVANCED SYNTHESIS & CATALYSIS",
issn = "1615-4150",

}

TY - JOUR

T1 - SBA-15/POSS-Imidazolium Hybrid as Catalytic Nanoreactor: the role of the Support in the Stabilization of Palladium Species for C−C Cross Coupling Reactions

AU - Giacalone, Francesco

AU - Gruttadauria, Michelangelo

AU - Campisciano, Vincenzo

AU - Calabrese, Carla

AU - Calabrese, Carla

AU - Liotta, Leonarda F.

AU - Aprile, Carmela

AU - Aprile, Carmela

AU - Siragusa, Fabiana

AU - Liotta, Leonarda Francesca

PY - 2019

Y1 - 2019

N2 - Supported imidazolium modified polyhedral oligomeric silsesquioxanes (POSS) on SBA-15 have been used as platform for Pd(II) species. The so-obtained material was firstly characterized by means of TGA, solid state NMR, TEM, XPS, SAXS, porosimetry and ICP-OES and it was successfully tested as pre-catalyst in C−C cross couplings, namely Suzuki-Miyaura and Heck reactions. In both cases, the solid proved to be highly efficient and easily recoverable from the reaction mixture. The recyclability was verified for up to seven cycles without showing any activity decrease. Interestingly, only Pd(II) was detected in the reused catalyst in the Heck reaction. Therefore, the versatility of the material was investigated by using various aryl halides. Our palladium nanocomposite was able to promote both Suzuki and Heck reactions down to 0.0007 mol% showing outstanding turnover frequency (TOF) values of 114,286 and 32,381 h−1, respectively. Comparison with the palladium catalyst on SiO2-POSS-imidazolium support showed interesting differences in terms of stabilization of Pd species and recyclability. The excellent outcome of the reactions could be ascribed to the textural properties of the SBA-15 support and the presence of the imidazolium-POSS nanocage within the pores of SBA-15, that worked as a sort of nanoreactor. (Figure presented.).

AB - Supported imidazolium modified polyhedral oligomeric silsesquioxanes (POSS) on SBA-15 have been used as platform for Pd(II) species. The so-obtained material was firstly characterized by means of TGA, solid state NMR, TEM, XPS, SAXS, porosimetry and ICP-OES and it was successfully tested as pre-catalyst in C−C cross couplings, namely Suzuki-Miyaura and Heck reactions. In both cases, the solid proved to be highly efficient and easily recoverable from the reaction mixture. The recyclability was verified for up to seven cycles without showing any activity decrease. Interestingly, only Pd(II) was detected in the reused catalyst in the Heck reaction. Therefore, the versatility of the material was investigated by using various aryl halides. Our palladium nanocomposite was able to promote both Suzuki and Heck reactions down to 0.0007 mol% showing outstanding turnover frequency (TOF) values of 114,286 and 32,381 h−1, respectively. Comparison with the palladium catalyst on SiO2-POSS-imidazolium support showed interesting differences in terms of stabilization of Pd species and recyclability. The excellent outcome of the reactions could be ascribed to the textural properties of the SBA-15 support and the presence of the imidazolium-POSS nanocage within the pores of SBA-15, that worked as a sort of nanoreactor. (Figure presented.).

KW - C−C coupling

KW - Heck reaction

KW - Suzuki-Miyaura reaction

KW - heterogeneous catalysis

KW - palladium

UR - http://hdl.handle.net/10447/389530

UR - http://onlinelibrary.wiley.com/journal/10.1002/(ISSN)1615-4169

M3 - Article

VL - 361

SP - 3758

EP - 3767

JO - ADVANCED SYNTHESIS & CATALYSIS

JF - ADVANCED SYNTHESIS & CATALYSIS

SN - 1615-4150

ER -