Organoselenium ligands in catalysis

Abstract

Organoselenium ligands are building blocks of several transition metal complexes which catalyze various organic reactions efficiently in solution. In this review the survey of developments pertaining to the designing of such complexes (along with their Se-ligands), and their uses as catalysts for various organic reactions has been presented with critical analysis of present status of the subject. Undoubtedly a new family of catalysts or their precursors has been generated by organoselenium ligands. The catalytic activity and selectivity of their metal complexes can sometimes be fine-tuned efficiently by changing the ligand's framework. They show good thermal and air-stability. This, coupled with ease in their handling and synthesis, may make them not only attractive but good alternatives to several popular catalysts.

Sterically hindered selenoether ligands: palladium(ii) complexes as catalytic activators for Suzuki–Miyaura coupling

“…50 The yellow liquid formed was reacted with NaBH 4 (0.080 g, 2.11 mmol) in ethanol to obtain ligand L2 as colourless viscous liquid in 91% yield (0.925 g, 1.82 mmol). 1 .7 (NHCH 2 ), 48.8(CH 2 NH), 75.3 (OCH 2 ), 123.2, 125.2, 126.4, 126.6, 127.3, 128.3, 128.8, 129.8, 132.5, 132.8, 138.0, 141.8, 60 145.8 and 154.1 (Ar-C). ( 77 Se{ 1 H} NMR, CDCl 3 ): δ(ppm) = 267.8.…”

“…1 This has made organoselenium ligands currently important for designing catalysts for a variety of organic reactions. A wide range of such ligands is known e.g.…”

Synthesis of new alkylated and methoxylated analogues of ebselen with antiviral and antimicrobial properties

“…[1][2][3][4][5][6][7][8][9][10][11][12][13][14][15] Due to their unique properties, they attracted a wide interest as reagents in new synthetic routes, 3 promising catalysts for various oxidation reactions [1][2][3][4][5][6][7][16][17][18][19] and potential pharmaceuticals. [8][9][10][11][12][13][14][15]20,21 Ebselen (2-phenylbenzisoselenazol-3(2H)-one) and its analogues have received particular attention as glutathione peroxidase mimics, 8,11,15 antioxidant and anti-inflammatory agents.…”

Thioether–NHC‐Ligated PdII Complex for Crafting a Filtration‐Free Magnetically Retrievable Catalyst for Suzuki–Miyaura Coupling in Water

“…Owing to their unique two‐electron σ‐donor and weak π‐acceptor properties, NHCs are known to increase the electron density on a metal center and consequently favor the oxidative addition step to provide the real catalytic species with longer lifetimes . Moisture/air‐insensitive Pd II complexes bearing chalcogen donor ligands have been found very efficient catalysts for C–C coupling reactions . NHCs as well as chalcogen donors with N‐ or O‐donor chelating functions are well explored, however, chelating ligands containing NHCs and chalcogen donors are rare and not much explored.…”

“…Moisture/air‐insensitive Pd II complexes bearing chalcogen donor ligands have been found very efficient catalysts for C–C coupling reactions . NHCs as well as chalcogen donors with N‐ or O‐donor chelating functions are well explored, however, chelating ligands containing NHCs and chalcogen donors are rare and not much explored. Therefore, in the quest for air/moisture insensitivity, efficiency, and recyclability of catalysts for Suzuki coupling reactions, the incorporation of chelating chalcogen‐donor‐based functions into NHCs and the coordination of such ligands by palladium with a view to constructing magnetically retrievable heterogeneous catalytic systems is worth exploring.…”