Palladium Nanoparticles Supported on Cellulosic Paper as Multifunctional Catalyst for Coupling and Hydrogenation Reactions

• Published in: Chemistry, an Asian journal an Asian journal, 2022-02, Vol.17 (3), p.e202101195-n/a
• Main Authors: Kalanthoden, Abdul Nasar, Zahir, Md. Hasan, Aziz, Md. Abdul, Al‐Najar, Basmah, Rani, S. Kutti, Shaikh, M. Nasiruzzaman
• Format: Article
• Language: English
• Subjects: Bonding; Catalysis; Catalysts; Cellulose; cellulose support; Chemical reactions; Chemistry; Conversion; Coupling; coupling reaction; dip-catalyst; Ethanol; Formic acid; Functional groups; Hydrogen; Hydrogenation; hydrogenations; Industrial applications; Metal Nanoparticles; Nanoparticles; Organic compounds; Palladium; palladium nanoparticles; Photoelectrons; Quinoline; Reducing agents; Selectivity
• ISSN: 1861-4728; 1861-471X
• DOI: 10.1002/asia.202101195

Hallmark of a successful catalyst is its high efficiency, economic aspects, operational simplicity, extensive reusability, higher environment friendliness, and potential use in multiple industrial applications. Herein, a facile protocol involving a catalyst with Pd nanoparticles supported on cellulose paper (also known as a “dip‐catalyst”) for the hydrogenation of a series of quinolines, nitroarene, and C−C bond formation reactions in most benign solvents such as water is described. The mere insertion/removal of the “dip‐catalyst” strip enables instantaneous start/stop of the reaction, which enhances its reusability and ease of separation of products. Cellulose paper (CP) strips decorated with Pd nanoparticles (Pd/CP) are prepared by the reduction of K2PdCl4 soaked strips using formic acid as reductant. The resulting spherical shaped Pd particles, confirmed by scanning electron microscopy, form stable catalysis centers on the support. XRD signature confirms the crystallinity of the Pd nanoparticles and the TEM images display 15–20 nm size particles uniformly decorating CP. X‐ray photoelectron spectroscopy indicates the formation of metallic Pd. The catalyst is tested for the C−C bond formation reactions. Pd/CP catalyzed Suzuki‐Miyaura coupling reaction demonstrate >99% conversion with optimum selectivity. On the other hand, Mizoroki‐Heck reaction produced 87% conversion with the reaction of 4‐methoxycarbonyl phenylboronic acid and iodobenzene in ethanol:water (1 : 1 v/v) using KOH as base. The developed Pd/CP construct produces >99% of the pyridine‐ring hydrogenated product on quinoline hydrogenation using tetrahydroxydiboron (THDB) as the hydrogen source. Diverse and highly reducible functional groups were also evaluated for transfer hydrogenation, which demonstrates a high efficiency in terms of both reactivity and selectivity. The used catalysts are recyclable for the multiple cycles. This work describes the fabrication of a recyclable Pd‐based catalyst on a support derived from cellulose tissue paper and its application as a multifunctional catalyst for C−C bond formation and transfer hydrogenation reaction in water.