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Keywords = tribenzo–pentaphene

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16 pages, 4090 KB  
Article
Confined Catalysis Involving a Palladium Complex and a Self-Assembled Capsule for the Dimerization of Vinyl Arenes and the Formation of Indane and Tribenzo–Pentaphene Derivatives
by Maxime Steinmetz and David Sémeril
Catalysts 2025, 15(6), 585; https://doi.org/10.3390/catal15060585 - 12 Jun 2025
Cited by 2 | Viewed by 1623
Abstract
The [PdCl2(cod)] complex was encapsulated inside a self-assembled hexameric capsule obtained via a reaction of 2,8,14,20-tetra-undecyl-resorcin[4]arene and water. The formation of an inclusion complex was deduced from a combination of spectral measurements (UV-visible, 1H NMR and DOSY spectroscopies). The latter [...] Read more.
The [PdCl2(cod)] complex was encapsulated inside a self-assembled hexameric capsule obtained via a reaction of 2,8,14,20-tetra-undecyl-resorcin[4]arene and water. The formation of an inclusion complex was deduced from a combination of spectral measurements (UV-visible, 1H NMR and DOSY spectroscopies). The latter proved effective in the dimerization of styrene derivatives under mild conditions, with a catalyst loading of 0.5 mol% at 60 °C. Electronically enriched vinyl arenes underwent cyclization of the catalytic products, leading to the quasi-quantitative formation of indanes from 4-tert-butylstyrene and 9-vinylanthracene. In the instance of 9-vinylanthracene, the rearrangement product is tribenzo–pentaphene, which is formed in 50% of conversions. Full article
(This article belongs to the Special Issue Sustainable Catalysis for Green Chemistry and Energy Transition)
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