Novel ultra-small Pd NPs on SOS spheres: a new catalyst for domino intramolecular Heck and intermolecular Sonogashira couplings

Lakshminarayana, Bhairi and Vinodkumar, T. and Satyanarayana, G. and Ch, Subrahmanyam (2020) Novel ultra-small Pd NPs on SOS spheres: a new catalyst for domino intramolecular Heck and intermolecular Sonogashira couplings. RSC Advances, 10 (8). pp. 4568-4578. ISSN 2046-2069

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Abstract

We report a novel catalyst Pd/SOS that catalyzes the dual C-C bond forming coupling of an iodoarene moiety with an internal alkene and an external alkyne via an intramolecular Heck reaction, followed by an intermolecular Sonogashira reaction, respectively. The catalyst was characterized using XRD, IR, XPS, SEM and TEM analyses. Notably, for the first time, cheap and readily available new silica [nanosilica on microsilica (SOS)] material-supported ultra-small Pd nanoparticles (2.20 nm) are employed for the efficient synthesis of dihydrobenzofuran and oxindole derivatives in a domino one-pot reaction. Significantly, a sub-molar quantity of Pd (0.3 mol%) was found to be sufficient to furnish the products in very good to near quantitative yields. Gratifyingly, the catalyst could be recycled up to five cycles with a marginal loss (∼no loss) of the product.

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IITH Creators:
IITH CreatorsORCiD
Ch, Subrahmanyamhttps://orcid.org/0000-0002-2643-3854
Item Type: Article
Uncontrolled Keywords: C-C bond forming; Efficient synthesis; Novel catalysts; One-pot reaction; PD nano particle; Quantitative yields; Sonogashira coupling; Sonogashira reactions
Subjects: Chemistry
Divisions: Department of Chemistry
Depositing User: . LibTrainee 2021
Date Deposited: 19 Jun 2021 06:27
Last Modified: 14 Nov 2022 07:56
URI: http://raiithold.iith.ac.in/id/eprint/7949
Publisher URL: http://doi.org/10.1039/c9ra09429f
OA policy: https://v2.sherpa.ac.uk/id/publication/25266
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