4688-74-8

Usage

Uses

Used in Organic Synthesis:
Phenyl dihydrogen orthoborate is utilized as a reducing agent for facilitating the reduction of different functional groups in organic synthesis reactions. Its ability to donate hydride ions makes it a valuable component in achieving specific reduction outcomes.
Used in Coordination Chemistry:
In the field of coordination chemistry, phenyl dihydrogen orthoborate is employed for its capability to form stable complexes with a broad spectrum of metal ions. This property is instrumental in the development of new coordination compounds and materials.
Used in Catalysis:
Phenyl dihydrogen orthoborate has been investigated for its potential use in catalysis, where it could enhance the efficiency of chemical reactions by lowering the activation energy required for the reaction to proceed.
Used in Cancer Treatment:
Phenyl dihydrogen orthoborate is considered as a boron carrier in boron neutron capture therapy (BNCT), a targeted radiation therapy for the treatment of certain types of cancer. Its role in BNCT is to deliver boron atoms to cancer cells, where they can capture neutrons and emit radiation that destroys the tumor cells while minimizing damage to surrounding healthy tissue.

InChI:InChI=1/C6H7BO3/c8-7(9)10-6-4-2-1-3-5-6/h1-5,8-9H

Upstream product

• 90976-49-1 bis(ethylamino)phenylborane 
• 92431-82-8 C₆H₅B(S-n-C₄H₉)N(C₂H₅)2 
• 873-51-8 phenylborondichloride 

Downstream Products

• 152120-26-8 4-(benzyloxy)-2-(3-chloropropoxy)-5-phenylethylbenzene 
• 152609-41-1 1-(benzyloxy)-4-ethyl-5-<(6-methyl-6-cyanoheptyl)oxy>-2-phenylbenzene 
• 120041-56-7 N-methoxy-2-phenoxybenzamide 
• 140438-10-4 10-methoxydibenzo[b,f][1,4]oxazepin-11(10H)-one 
• 21905-56-6 methyl 2-phenoxybenzoate 
• 286380-77-6 4,7-diphenyl-2,1,3-benzothiadiazole 
• 100631-80-9 ethyl 6-methyl-2,4-diphenyl-1,4-dihydropyrimidine-5-carboxylate 
• 102028-51-3 2-oxo-4-phenyl-1,2-dihydroquinoline-3-carboxylic acid ethyl ester 
• 287955-79-7 2,4,6-triphenyl-4H-[1,3,4]oxadiazin-5-one 
• 13480-38-1 4-Nitro-2-phenyltoluene 
• 677349-43-8 5-(3,4-dimethoxybenzylamino)-2-(furan-2-yl)-7-phenyl[1,2,4]triazolo[1,5-c]pyrimidine 
• 15657-87-1 8-hydroxy-5-(phenyl)quinoline 

Relevant academic research and scientific papers

Facilitation of turnover in the ADH by additives which catalyze the hydrolysis of the OS(VI) glycolate esters

Osmium-catalyzed methods of addition to an olefin are discussed. In the method of asymmetric dihydroxylation of the present invention, an olefin, a chiral ligand, an organic solvent, water, an oxidant, an osmium-containing compound and an organic soluble anion are combined. The presence of the organic soluble anion allows the asymmetric dihydroxylation reaction to occur rapidly and the amount of olefin that is diydroxylated is high with concomitantly less chiral ligand and osmium-containing catalyst than previously achieved.

Ligands for ADH: cinchona alkaloids and moderately sized organic substituents linked through a planar aromatic spacer group

Osmium-catalyzed methods of addition to an olefin are discussed. In the method of asymmetric dihydroxylation of the present invention, an olefin, a chiral ligand, an organic solvent, an aqueous solution, a base, a ferricyanide salt and an osmium-containing compound are combined. The chiral ligand is an alkaloid or alkaloid derivative linked to an organic substituent of at least 300 daltons molecular weight through a planar aromatic spacer group. The organic substituent can be another alkaloid or alkaloid derivative. With the described chiral ligands, asymmetric dihydroxylation of olefins with high yields and enantiomeric excesses are achieved.

Methods for catalytic asymmetric dihydroxylation of olefins

Osmium-catalyzed methods of addition to an olefin are discussed. In the method of asymmetric dihydroxylation of the present invention, an olefin, a chiral ligand, an organic solvent, water, an oxidant and an osmium-containing compound are combined. In the method of asymmetric oxyamination of the present invention, an olefin, a chiral ligand, an organic solvent, water, a metallo-chloramine derivative, an osmium-containing compound and, optionally, a tetraalkyl ammonium compound are combined. In the method of asymmetric diamination of the present invention, an olefin, a chiral ligand, an organic solvent, a metallo-chloramine derivative, an amine and an osmium-containing compound are combined. In one embodiment, an olefin, a chiral ligand which is a polymeric dihydroquinidine derivative or a dihydroquinine derivative, acetone, water, a base, an oxidant and osmium tetroxide are combined to effect asymmetric dihydroxylation of the olefin.