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Dispersed Gold Nanoparticles Supported in the Pores of Siliceous Mesocellular Foam: A Catalyst for Cycloisomerization of Alkynoic Acids to gamma-Alkylidene Lactones
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.ORCID iD: 0000-0002-3153-748X
Stockholm University, Faculty of Science, Department of Organic Chemistry.
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Number of Authors: 52015 (English)In: European Journal of Organic Chemistry, ISSN 1434-193X, E-ISSN 1099-0690, no 10, p. 2250-2255Article in journal (Refereed) Published
Abstract [en]

A versatile approach for the production of dispersed thiol-stabilized gold nanoparticles in the pores of siliceous mesocellular foam (MCF) is described. The reported method is based on an electrochemical oxidation of a gold surface generating oxidative Au-III species, which give rise to a surface-confined redox reaction yielding MCF-supported Au-I thiolates. By reducing the corresponding Au-I-S-MCF species with sodium borohydride, thiol-stabilized gold nanoparticles in the size range of 1-8 nm were obtained as determined by transmission electron microscopy. Elemental analysis indicated an Au loading of 3% (w/w) on the MCF. The surface-confined Au nanoparticles were used to catalyze the cycloisomerization of alkynoic acids to the corresponding -alkylidene lactones in high efficiency and complete 5-exo-dig selectivity under mild reaction conditions.

Place, publisher, year, edition, pages
2015. no 10, p. 2250-2255
Keywords [en]
Cycloisomerization, Alkynoic acids, Nanoparticles, Gold, Heterogeneous catalysis
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:su:diva-159553DOI: 10.1002/ejoc.201403664ISI: 000352110600020OAI: oai:DiVA.org:su-159553DiVA, id: diva2:1244665
Available from: 2018-09-03 Created: 2018-09-03 Last updated: 2018-09-03Bibliographically approved

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Eriksson, KristoferVerho, OscarNyholm, LeifBäckvall, Jan-E.
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