A solid-supported catalyst ligand which chelates palladium (II) species to form a complex that functions as a heterogeneous catalyst that is stable and can be recycled without significantly losing any catalytic activity in a variety of chemical transformations, a method for producing the solid-supported catalyst ligand and a method for catalyzing a palladium cross-coupling reaction, such as the Suzuki-Miyaura, Mizoroki-Heck, and Sonagashira reactions.

A solid-supported catalyst ligand which chelates palladium (II) species to form a complex that functions as a heterogeneous catalyst that is stable and can be recycled without significantly losing any catalytic activity in a variety of chemical transformations, a method for producing the solid-supported catalyst ligand and a method for catalyzing a palladium cross-coupling reaction, such as the Suzuki-Miyaura, Mizoroki-Heck, and Sonagashira reactions.

The present disclosure provides tri-orthoalkylphenyl phosphine catalysts of formula I ##STR00001## wherein A is CH2, CO, or NR.sup.A; R.sup.1 is aryl, heteroaryl, isopropyl, tert-butyl, cycloalkyl, or heterocycloalkyl, wherein aryl, heteroaryl, cycloalkyl and heterocycloalkyl are optionally substituted; R.sup.2 is H, (C.sub.1-C.sub.8)alkyl, (C.sub.1-C.sub.8)alkoxy, N(R.sup.A).sub.2, or an electron withdrawing group; and each R.sup.A is independently H or (C.sub.1-C.sub.8)alkyl; that are tuned electrically and sterically.

A compound of Formula I

##STR00001## M is selected from Pd or Pt; X is selected from N or CR.sup.3; each R.sup.1 and R.sup.2, which can be the same or different, and R.sup.3, are independently selected from the group consisting of hydrogen, deuterium, halogen, alkoxide, alkyl, cycloalkyl, heteroalkyl, heterocycle, cycloalkene, aryl, heteroaryl, and combinations thereof; wherein at least one of R.sup.1, R.sup.2, or R.sup.3 is selected from the group consisting of: a partially or fully fluorinated alkyl; a partially or fully fluorinated cycloalkyl; and a group of formula A connected to a carbon of one of Y.sup.1 to Y.sup.4

##STR00002##

formula A, wherein Y.sup.1, Y.sup.2, Y.sup.3, and Y.sup.4 are independently selected from C or N, and no more than two of Y.sup.1 to Y.sup.4 is N; and Z is selected from the group consisting of O, S, NR.sup.5, and CR.sup.6R.sup.7. An OLED that includes an organic layer positioned between two electrodes, the organic layer including a compound of Formula I is also described. A consumer product that includes the OLED, and a formulation that includes a compound of Formula I, is also described.

Disclosed are a pincer-type ligand having a structurally rigid acridane structure and a metal complex consisting of the pincer-type ligand and a metal bound to each other, and exhibiting high reactivity and stability during a variety of bonding activation reactions. T-shaped complexes can be prepared from .sup.acriPNP(4,5-bis(diisopropylphosphino)-2,7,9,9-tetramethyl-9H-acrid in-10-ide), which is a pincer-type PNP ligand having an acridane structure, and metal complexes, which can be structurally rigid and thus exhibit excellent reactivity and stability based on minimized structural change thereof, can be prepared by introducing an acridane structure into the backbone thereof. The PNP ligand is structurally stable and has novel chemical properties, as compared to conventional similar ligands, and thus can be utilized in a wide range of catalytic reactions and material chemistry.

Method for the production of tetrakis(trihydrocarbylphosphane)palladium(0) in organic solvent, whereby 50 to 100% by weight of the organic solvent consist of at least one polar-aprotic solvent, characterised in that a) at least one palladium compound selected from the group consisting of palladium(II) compounds and palladium(IV) compounds that are soluble in the organic solvent is reacted with b) at least one base, selected from the group consisting of alkali metal hydroxides, alkali metal carbonates, alkali metal hydrogen carbonates, alkali metal-C.sub.1-C.sub.4-alcoholates, ammonium carbonate, ammonium hydrogen carbonate, alkaline earth metal hydroxides, alkaline earth metal carbonates, alkaline earth metal hydrogen carbonates, alkaline earth metal-C.sub.1-C.sub.4-alcoholates, and alkylamines with a total of 2 to 12 carbon atoms; c) at least one trihydrocarbylphosphane; and d) at least one organic reducing agent that is different from the remaining components that are used in the method.

Methods for deposition of elemental metal films on surfaces using metal coordination complexes comprising nitrogen-containing ligands are provided. Also provided are nitrogen-containing ligands useful in the methods of the invention and metal coordination complexes comprising these ligands.

A solid-supported catalyst ligand which chelates palladium (II) species to form a complex that functions as a heterogeneous catalyst that is stable and can be recycled without significantly losing any catalytic activity in a variety of chemical transformations, a method for producing the solid-supported catalyst ligand and a method for catalyzing a palladium cross-coupling reaction, such as the Suzuki-Miyaura, Mizoroki-Heck, and Sonagashira reactions.

A solid-supported catalyst ligand which chelates palladium (II) species to form a complex that functions as a heterogeneous catalyst that is stable and can be recycled without significantly losing any catalytic activity in a variety of chemical transformations, a method for producing the solid-supported catalyst ligand and a method for catalyzing a palladium cross-coupling reaction, such as the Suzuki-Miyaura, Mizoroki-Heck, and Sonagashira reactions.

The present disclosure provides a cyclic metal palladium dimer, and a preparation method and use thereof, and belongs to the technical field of photoelectric materials. In the present disclosure, the cyclic metal palladium dimer can be used as a novel phosphorescent light-emitting material for organic light-emitting diodes (OLEDs), thus solving the problem of insufficient existing phosphorescent materials. Moreover, this dimer provides a new idea for the use of Pd metal in the structural design of phosphorescent materials.