The present invention relates to novel combinations of redox active compounds for use as redox flow battery electrolytes. The invention further provides kits comprising these combinations, redox flow batteries, and method using the combinations, kits and redox flow batteries of the invention.

Using a combination of Kumada, Suzuki and Biellmann chemistry, various menaquinones can synthesized rapidly and with stereochemical integrity offering a new way of preparing these vitamin K2 components for the pharmaceutical market. In one embodiment a process for the preparation of a compound of formula (I) ##STR00001## is defined including a step in which (i) a compound of formula (II) is reacted with a compound of formula (III) ##STR00002## wherein R is an alkyl group; LG is a leaving group; m is an integer from 0 to 8; n is an integer of from 0 to 9; and X is hydrogen, halide, hydroxyl or protected hydroxyl; in the presence of a copper, nickel or palladium catalyst.

Using a combination of Kumada, Suzuki and Biellmann chemistry, various menaquinones can synthesized rapidly and with stereochemical integrity offering a new way of preparing these vitamin K2 components for the pharmaceutical market. In one embodiment a process for the preparation of a compound of formula (I) ##STR00001## is defined including a step in which (i) a compound of formula (II) is reacted with a compound of formula (III) ##STR00002## wherein R is an alkyl group; LG is a leaving group; m is an integer from 0 to 8; n is an integer of from 0 to 9; and X is hydrogen, halide, hydroxyl or protected hydroxyl; in the presence of a copper, nickel or palladium catalyst.

Using a combination of Kumada, Suzuki and Biellmann chemistry, various menaquinones can synthesized rapidly and with stereochemical integrity offering a new way of preparing these vitamin K2 components for the pharmaceutical market. In one embodiment a process for the preparation of a compound of formula (I) ##STR00001## is defined including a step in which (i) a compound of formula (II) is reacted with a compound of formula (III) ##STR00002## wherein R is an alkyl group; LG is a leaving group; m is an integer from 0 to 8; n is an integer of from 0 to 9; and X is hydrogen, halide, hydroxyl or protected hydroxyl; in the presence of a copper, nickel or palladium catalyst.

Disclosed herein are reaction compositions comprising an oxidation catalyst, a solvent, and a substrate that is dissolved in the solvent. The oxidation catalyst comprises a metal ion complexed with an -keto acid and a tridentate N,N,O-ligand. Also disclosed herein are methods for oxidizing a CH bond of a molecule, the methods comprising contacting the molecule with a metal complex comprising a metal ion complexed with a tridentate N,N,O-ligand in the presence of an -keto acid and a solvent. In some embodiments, the oxidation catalyst or metal complex is linked to a solid support.

Disclosed herein are reaction compositions comprising an oxidation catalyst, a solvent, and a substrate that is dissolved in the solvent. The oxidation catalyst comprises a metal ion complexed with an -keto acid and a tridentate N,N,O-ligand. Also disclosed herein are methods for oxidizing a CH bond of a molecule, the methods comprising contacting the molecule with a metal complex comprising a metal ion complexed with a tridentate N,N,O-ligand in the presence of an -keto acid and a solvent. In some embodiments, the oxidation catalyst or metal complex is linked to a solid support.

Disclosed herein are reaction compositions comprising an oxidation catalyst, a solvent, and a substrate that is dissolved in the solvent. The oxidation catalyst comprises a metal ion complexed with an -keto acid and a tridentate N,N,O-ligand. Also disclosed herein are methods for oxidizing a CH bond of a molecule, the methods comprising contacting the molecule with a metal complex comprising a metal ion complexed with a tridentate N,N,O-ligand in the presence of an -keto acid and a solvent. In some embodiments, the oxidation catalyst or metal complex is linked to a solid support.

Provided is a method of producing 2-hydroxy-1,4-naphthoquinone in a large amount, a high yield, and inexpensively. This method comprises oxidizing 2-hydroxynaphthalene with hydrogen peroxide in (1) an alkaline aqueous solution or in (2) a mixture of an alkaline aqueous solution with an inert organic solvent incompatible with water, in the presence of a vanadium catalyst.

Provided is a method of producing 2-hydroxy-1,4-naphthoquinone in a large amount, a high yield, and inexpensively. This method comprises oxidizing 2-hydroxynaphthalene with hydrogen peroxide in (1) an alkaline aqueous solution or in (2) a mixture of an alkaline aqueous solution with an inert organic solvent incompatible with water, in the presence of a vanadium catalyst.

Provided is a method of producing 2-hydroxy-1,4-naphthoquinone in a large amount, a high yield, and inexpensively. This method comprises oxidizing 2-hydroxynaphthalene with hydrogen peroxide in (1) an alkaline aqueous solution or in (2) a mixture of an alkaline aqueous solution with an inert organic solvent incompatible with water, in the presence of a vanadium catalyst.