A polyhedral oligomeric silsesquioxane-imidazolium tetrachloropalladate salt (POSS-Imi-PdCl4) was prepared by the reaction of a polyhedral oligomeric silsesquioxane-imidazolium chloride salt (POSS-Imi-Cl) with PdCl2 and used as a pre-catalyst for the Suzuki-Miyaura reaction in water at 100 °C at a low loading (0.08-0.16 mol %). Biphenyl compounds were isolated in high to excellent yields. A comparison of the POSS-based catalyst with the corresponding catalyst without the nanocage structure (i.e., 1-butyl-3-methylimidazolium tetrachloropalladate) highlighted the role of the POSS structure to reach higher yields in the Suzuki-Miyaura reaction. This result is ascribed to a proximity effect of the imidazolium moieties linked to the nanocage structure. Fresh and used catalytic materials were characterised by using X-ray photoelectron spectroscopy and TEM.

Bivona, L., Giacalone, F., Carbonell, E., Gruttadauria, M., & Aprile, C. (2016). Proximity Effect using a Nanocage Structure: Polyhedral Oligomeric Silsesquioxane-Imidazolium Tetrachloro- palladate Salt as a Precatalyst for the Suzuki-Miyaura Reaction in Water. CHEMCATCHEM, 8(9), 1685-1691 [10.1002/cctc.201600155].

Proximity Effect using a Nanocage Structure: Polyhedral Oligomeric Silsesquioxane-Imidazolium Tetrachloro- palladate Salt as a Precatalyst for the Suzuki-Miyaura Reaction in Water

BIVONA, Lucia Anna;GIACALONE, Francesco;GRUTTADAURIA, Michelangelo;APRILE, Carmela
2016

Abstract

A polyhedral oligomeric silsesquioxane-imidazolium tetrachloropalladate salt (POSS-Imi-PdCl4) was prepared by the reaction of a polyhedral oligomeric silsesquioxane-imidazolium chloride salt (POSS-Imi-Cl) with PdCl2 and used as a pre-catalyst for the Suzuki-Miyaura reaction in water at 100 °C at a low loading (0.08-0.16 mol %). Biphenyl compounds were isolated in high to excellent yields. A comparison of the POSS-based catalyst with the corresponding catalyst without the nanocage structure (i.e., 1-butyl-3-methylimidazolium tetrachloropalladate) highlighted the role of the POSS structure to reach higher yields in the Suzuki-Miyaura reaction. This result is ascribed to a proximity effect of the imidazolium moieties linked to the nanocage structure. Fresh and used catalytic materials were characterised by using X-ray photoelectron spectroscopy and TEM.
http://onlinelibrary.wiley.com/journal/10.1002/(ISSN)1867-3899
Bivona, L., Giacalone, F., Carbonell, E., Gruttadauria, M., & Aprile, C. (2016). Proximity Effect using a Nanocage Structure: Polyhedral Oligomeric Silsesquioxane-Imidazolium Tetrachloro- palladate Salt as a Precatalyst for the Suzuki-Miyaura Reaction in Water. CHEMCATCHEM, 8(9), 1685-1691 [10.1002/cctc.201600155].
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/10447/178261
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