Application of N‐Aryl Ethanolamines as N,O‐Ligand in Nickel(II)‐Catalyzed Carbon‐Carbon Bond Formation in Heck Coupling Reactions

Abstract

A simple and efficient protocol of Ni‐(II) catalyzed C−C bond formation in Heck coupling reactions of a variety of alkenes and aryl and hetero aryl halides, using various N‐aryl ethanolamines as bi‐dentate N,O‐ligand with moderate to excellent yields is described here. The application of different N‐aryl ethanolamines in presence of NiCl2.6H2O catalyst is tested for C−C bond formation in Heck reactions and found to be efficient in homogeneous medium. This simple and efficient protocol shows a broad substrate scope for substituted alkenes, aryl and hetero aryl halides and tolerates various functional groups and successfully demonstrated by 31 examples.

A stable MOF@COF‐Pd catalyst for C–C coupling reaction of pyrimidine sulfonate and arylboronic acid

“…C–C coupling reactions utilizing palladium metals as catalysts have been reported in many literatures (Table 2). [ 62–69 ] However, in most of the previously reported work, use of expensive homogeneous catalysts or harsh reaction conditions and low yield of products are accounted as serious drawbacks. On contrary, present work provides a high stable and reusable MOF@COF‐Pd catalyst.…”

Visible Light Mediated Heck Coupling of Inactivated Aryl Fluoride/Chloride Over a Sulfonic Acid Functionalized, Melamine‐based Metal‐free Porphyrin Photocatalyst

“…[3] Therefore, efforts are being made to design suitable photosensitizers/photocatalysts to work into the reaction flask utilizing the visible and NIR portions of the spectrum. [4,5] In this background, metals complexes of Pd (II), Pt (II), Ru (II), Hg (II), [6] Ni (II), [7] Cu (II) [8] and some photoactive organic molecules like methylene blue, [9] eosin Y [10] and rose Bengal [11] have appeared as photocatalysts of immense success because of their greater photo redox properties. However, despite their enormous success and great utility, the metal complexes need harmful ligands such as triphenylphosphine, organoboranes etc as activating agents besides suffering from major draw-backs such as poisonous nature, low reusability, stability, and high costs.…”

Copper‐Catalyzed Arylation of Olefins Using a Novel N,N‐Bidentate TRAM‐Based Ligand: Application in Synthesis of Functionalized Triarylmethanes[]**

“…For instance, the TM-complexes of N-heterocyclic carbenes, amines, schiff bases, hydrazones, imidazoles, semicarbazones, oxazolines, thiosemicarbazones, and oxazines have been widely used as catalysts for Heck coupling reactions. [13,[16][17][18]28,[35][36][37][38][39][40][41][42] Triheteroarylmethanes containing pyridin-2-yl, N-methylimidazol-2-yl, and pyrazol-1-yl groups have been used as tripodal nitrogen donor ligands for the synthesis of triarylmethane (TRAM)-based palladium complexes. [43a] Our recently studies shows that the in-situ generated complexes of palladium with a novel series of N,Nbidentate triarylmethane-based ligands bearing β-pyridyl residues have excellent catalytic activity in SMC reactions.…”