Pd nanoparticles immobilized on magnetic chitosan as a novel reusable catalyst for green Heck and Suzuki cross‐coupling reaction: In water at room temperature

New Pd(II) and Zn(II) Schiff base complexes, derivatives of various salicylaldehydes and 1‐amino‐1‐deoxy‐d‐sorbitol, synthesized in one step, have been investigated using TG, NMR, UV–Vis, and IR spectroscopy. Zinc(II) complexes show antifungal activity against Candida albicans and Aspergillus niger, while palladium(II) complexes show catalytic activity in Heck reaction of styrene and bromobenzene.

“…Palladium complexes of Schiff bases are widely used as catalysts in Heck reaction . We also performed some preliminary tests of the catalytic activity of the new complexes (Figure ).…”

Section: Resultssupporting

confidence: 88%

New “one‐pot” Pd(II) and Zn(II) complexes of Schiff bases, derivatives of 1‐amino‐1‐deoxy‐d‐sorbitol: Spectroscopic studies and biological and catalytic activities

Szady-Chełmieniecka

Rzuchowska

Markowska‐Szczupak

et al. 2020

“…Also, MNPs‐MIC‐Pd nanomagnetic catalyst is superior in terms of non‐toxicity, price, stability and ease of separation than the previously reported ones. Furthermore, the recyclability MNPs‐MIC‐Pd nanomagnetic catalyst is easier and rapid than those of other reported catalysts …”

Section: Resultsmentioning

confidence: 86%

Magnetite tethered mesoionic carbene‐palladium (II): An efficient and reusable nanomagnetic catalyst for Suzuki‐Miyaura and Mizoroki‐Heck cross‐coupling reactions in aqueous medium

Kempasiddhaiah

Kandathil

Dateer

et al. 2019

In this paper, a highly active, air‐ and moisture‐stable and easily recoverable magnetic nanoparticles tethered mesoionic carbene palladium (II) complex (MNPs‐MIC‐Pd) as nanomagnetic catalyst was successfully synthesized by a simplistic multistep synthesis under aerobic conditions using commercially available inexpensive chemicals for the first time. The synthesized MNPs‐MIC‐Pd nanomagnetic catalyst was in‐depth characterized by numerous physicochemical techniques such as FT‐IR, ICP‐AES, FESEM, EDS, TEM, p‐XRD, XPS, TGA and BET surface area analysis. The prepared MNPs‐MIC‐Pd nanomagnetic catalyst was used to catalyze the Suzuki–Miyaura and Mizoroki–Heck cross‐coupling reactions and exhibited excellent catalytic activity for various substrates under mild reaction conditions. Moreover, MNPs‐MIC‐Pd nanomagnetic catalyst could be easily and rapidly recovered by applying an external magnet. The recovered MNPs‐MIC‐Pd nanomagnetic catalyst exhibited very good catalytic activity up to ten times in Suzuki–Miyaura and five times in Mizoroki–Heck cross‐coupling reactions without considerable loss of its catalytic activity. However, MNPs‐MIC‐Pd nanomagnetic catalyst shows notable advantages such as heterogeneous nature, efficient catalytic activity, mild reaction conditions, easy magnetic work up and recyclability.

“…Suzuki–Miyaura cross‐coupling (SMC) serves as a unique and versatile tool in making carbon–carbon bonds, especially in biaryl synthesis . Biaryls and their heteroatom analogues are among the most important structural features of biologically active natural products, pharmaceuticals and agrochemicals . These motifs also serve as ligands in catalysts, functional materials, conductive polymers and theoretically interesting molecules .…”

Section: Introductionmentioning

confidence: 99%

“…[1][2][3][4][5] Biaryls and their heteroatom analogues are among the most important structural features of biologically active natural products, pharmaceuticals and agrochemicals. [5][6][7][8] These motifs also serve as ligands in catalysts, functional materials, conductive polymers and theoretically interesting molecules. [9][10][11][12] Due to the wide-ranging usefulness of biaryls, transition-metalmediated methods such as SMC, [13,14] Stille, [15,16] Negishi, [17] Kumada [18] and Hiyama [19,20] reactions are realized by cross-coupling of haloarenes with organometallic partners.…”

Section: Introductionmentioning

confidence: 99%

Palladium‐catalysed room‐temperature Suzuki–Miyaura coupling in water extract of pomegranate ash, a bio‐derived sustainable and renewable medium

Appa

Prasad

Lakshmidevi

et al. 2019

An agro waste‐derived, ‘water extract of pomegranate ash’ (WEPA), has been utilized for the first time as a renewable medium for Pd(OAc)2‐catalysed Suzuki–Miyaura cross‐coupling at room temperature. This method offers a simple and sustainable synthesis of biaryls from aryl halides and arylboronic acids under ligand‐ and external base‐free aerobic and ambient conditions. This method has been found effective for both activated and unactivated aryl halides in the production of biaryls with moderate to nearly quantitative yields. The protocol shows high chemoselectivity over identical/similar reactive sites in aryl halides (i.e. selectivity over identical halogens or different halogens of aryl halides). This method exhibits high regioselectivity, i.e. the selective reactivity of a halogen over other identical halogens at different positions on the aromatic nucleus. Therefore, we disclose here a clean, benign, substantial chemo‐ and regioselective and highly economic alternative method for the palladium‐assisted synthesis of biaryls using an agro waste‐derived medium.