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Zeolite-catalysed Claisen rearrangement of allyl aryl ethers

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TLDR
In this paper, the catalytic activity of various zeolites in the Claisen rearrangement was investigated and it was found that H-mordenite and Hβ catalyse the rearrangements of allyl phenyl ether to 2-allylphenol and the cyclisation of latter compound to 2methyldihydrobenzofuran.
Abstract
The catalytic activity of various zeolites in the Claisen rearrangement wasinvestigated. It was found that H-mordenite and Hβ catalyse the rearrangement of allyl phenyl ether to 2-allylphenol and the cyclisation of latter compound to 2-methyldihydrobenzofuran. The reaction was accompanied by the formation of dimers and oligomers, which could be suppressed by triphenylphosphine treatment of the catalysts. This treatment led in the case of Hβ to better selectivities to the major reaction products.

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Journal ArticleDOI

Zeolite-catalysed rearrangements in organic synthesis

TL;DR: In this article, the use of zeolites as catalysts in organic rearrangements of interest in the synthesis of fine chemicals is discussed, such as the rearrangement of epoxides and α,β-epoxy ketones, the Claisen rearranging of allyl aryl ethers and an intramolecular hydroxyalkylation of an aromatic with an epoxide.
Journal ArticleDOI

Rearrangement of allyl phenyl ether over Al-MCM-41

TL;DR: In this paper, the influence of temperature and catalyst Si/Al ratio on the reaction was examined by kinetic analysis, under the assumption of a first-order consecutive reaction, and showed that higher aluminum content, higher reaction temperatures, and longer run duration favor the formation of the ring compound 2,3-dihydro-2-methyl benzofuran.
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New multifunctional probe for testing outer surface activity of zeolites: application to surface-located platinum clusters and acid sites

TL;DR: In this article, a multifunctional probe for testing the outer surface activity of zeolites was developed, and its use is demonstrated by the hydrogenation of the double bond over platinum/H-BEA, in which comparison with various non zeolite-based platinum catalysts enabled the proportion of platinum clusters located on the outer surfaces to be quantified.
Journal ArticleDOI

Homogeneous catalysts to solid catalysts

TL;DR: In this paper, the use of metal complexes immobilized on organic and inorganic supports, solid acids and bases, redox molecular sieves as solid catalysts for liquid phase oxidations, zeolite-encapsulated metal complexes and supported liquid phase catalysts.
Journal ArticleDOI

Selective Claisen rearrangement of allyl-2,4-di-tert-butylphenyl ether to 6-allyl-2,4-di-tert-butylphenol catalysed by heteropolyacid supported on hexagonal mesoporous silica

TL;DR: In this paper, the Claisen rearrangement of allyl phenyl ethers to 6-allyl-2,4-di-tert-butylphenyl ether was performed by employing various solid acid catalysts such as K-10 clay, sulphated zirconia, 20% w/w dodecatungstophosphoric acid (DTP)/hexagonal mesoporous silica (HMS), and 20%w/w DTP/K-10.
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