The present disclosure provides a method for efficiently producing and providing compounds having a spirooxindole skeleton, for example compounds having a spirooxindole skeleton and having antitumor activity that inhibit the interaction between Mdm2 protein and p53 protein, or intermediates thereof, using an asymmetric catalyst. Compounds having optically active tricyclic dispiroindole skeletons are obtained through catalytic asymmetric 1,3-dipolar cycloaddition reaction using ketimine as a reaction substrate and using a chiral ligand and a Lewis acid.

Disclosed herein are methods of making nanostructured metal-organic frameworks. The methods include contacting a homogenized ligand solution with a homogenized aqueous metal salt solution at room temperature to form a mixture; and agitating the mixture for an amount of time to thereby form the nanostructured metal-organic framework at room temperature; wherein the homogenized ligand solution comprises a ligand dispersed substantially homogenously in a solvent selected from the group consisting of water, ethanol, isopropanol, n-propanol, lactic acid, and combinations thereof; and wherein the homogenized aqueous metal salt solution comprises a metal salt dispersed substantially homogenously in an aqueous solvent. Also disclosed herein are nanostructured metal-organic frameworks made by the methods described herein. Also disclosed herein are articles of manufacture comprising nanostructured metal-organic frameworks made by the methods described herein, such as filters, respirators, gas masks, human protection devices, catalysts, and catalyst supports.

Use of transition metal complexes of the formula (I) in organic light-emitting diodes ##STR00001## where: M.sup.1 is a metal atom; carbene is a carbene ligand; L is a monoanionic or dianionic ligand; K is an uncharged monodentate or bidentate ligand selected from the group consisting of phosphines; CO; pyridines; nitriles and conjugated dienes which form a complex with M.sup.1; n is the number of carbene ligands and is at least 1; m is the number of ligands L, where m can be 0 or 1; o is the number of ligands K, where o can be 0 or 1; where the sum n+m+o is dependent on the oxidation state and coordination number of the metal atom and on the denticity of the ligands carbene, L and K and also on the charge on the ligands carbene and L, with the proviso that n is at least 1, and also
an OLED comprising these transition metal complexes, a light-emitting layer comprising these transition metal complexes, OLEDs comprising this light-emitting layer, devices comprising an OLED according to the present invention, and specific transition metal complexes comprising at least two carbene ligands.

The present disclosure provides a method for efficiently producing and providing compounds having a spirooxindole skeleton, for example compounds having a spirooxindole skeleton and having antitumor activity that inhibit the interaction between Mdm2 protein and p53 protein, or intermediates thereof, using an asymmetric catalyst. Compounds having optically active tricyclic dispiroindole skeletons are obtained through catalytic asymmetric 1,3-dipolar cycloaddition reaction using ketimine as a reaction substrate and using a chiral ligand and a Lewis acid.

The present disclosure relates in part to sterically hindered N-aliphatic N-heterocyclic carbene (NHC) ligands, which are readily synthetically available from inexpensive starting materials. The present disclosure further relates to NHC catalyst complexes comprising transition metals such as Cu, Ag, Au, and Pd. Furthermore, the present disclosure provides methods for using the catalysts described herein in a number of organic transformations, including alkyne hydroboration and hydration, in addition to CO, CC, and CN coupling reactions.

Methods of synthesizing compounds using CO.sub.2 as a directing group for CH functionalization, and compounds made thereby, are described.

The present disclosure relates in part to novel complexes of unsymmetrical N-heterocylic carbene (NHC) ligands and group 10 or 11 metals. The present disclosure further relates to methods of electrophilic functionalization of alkynes and/or nitriles using the NHC catalysts described herein.

Polydentate macrocyclic NHCs (NHC ligands) and related methods are disclosed. Such ligands advantageously facilitate a variety of ligand coordination modes and stabilize oxidation states of metal complexes with a number of coordination environments and shapes. The NHC ligands described herein comprise pendant groups configured to facilitate a variety of reactions including: cis-trans isomerization, proton shuttling and facilitating changes in coordination environments as a result of redox reactions.

The present disclosure provides a method for efficiently producing and providing compounds having a spirooxindole skeleton, for example compounds having a spirooxindole skeleton and having antitumor activity that inhibit the interaction between Mdm2 protein and p53 protein, or intermediates thereof, using an asymmetric catalyst. Compounds having optically active tricyclic dispiroindole skeletons are obtained through catalytic asymmetric 1,3-dipolar cycloaddition reaction using ketimine as a reaction substrate and using a chiral ligand and a Lewis acid.

The present invention is drawn to artificial metalloenzymes for use in cyclopropanation reactions, amination and CH insertion.