1163708-25-5

Basic information

• Product Name: potassium trifluoro(6-methoxynaphthalen-2-yl)borate
• CAS NO: 1163708-25-5
• Molecular Weight: 264.096
• Mol File: 1163708-25-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: potassium trifluoro(6-methoxynaphthalen-2-yl)borate(CAS DataBase Reference)
• NIST Chemistry Reference: potassium trifluoro(6-methoxynaphthalen-2-yl)borate(1163708-25-5)
• EPA Substance Registry System: potassium trifluoro(6-methoxynaphthalen-2-yl)borate(1163708-25-5)

Safety Data

• Hazardous Substances Data: 1163708-25-5(Hazardous Substances Data)

Upstream product

• 269410-13-1 2-(6-methoxy-naphthalen-2-yl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 
• 156641-98-4 (6-methoxy-2-naphthalene)boronic acid 
• 1279123-63-5 potassium hydrogenfluoride 
• 5111-65-9 2-Bromo-6-methoxynaphthalene 

Downstream Products

• 5111-65-9 2-Bromo-6-methoxynaphthalene 
• 1439371-20-6 2-methoxy-6-(perfluorophenyl)naphthalene 

Relevant articles and documents

Photocatalyzed Transition-Metal-Free Oxidative Cross-Coupling Reactions of Tetraorganoborates**

Readily accessible tetraorganoborate salts undergo selective coupling reactions under blue light irradiation in the presence of catalytic amounts of transition-metal-free acridinium photocatalysts to furnish unsymmetrical biaryls, heterobiaryls and arylated olefins. This represents an interesting conceptual approach to forge C?C bonds between aryl, heteroaryl and alkenyl groups under smooth photochemical conditions. Computational studies were conducted to investigate the mechanism of the transformation.

Electrochemical Synthesis of Biaryls via Oxidative Intramolecular Coupling of Tetra(hetero)arylborates

We report herein versatile, transition metal-free and additive-free (hetero)aryl-aryl coupling reactions promoted by the oxidative electrocoupling of unsymmetrical tetra(hetero)arylborates (TABs) prepared from ligand-exchange reactions on potassium trifluoroarylborates. Exploiting the power of electrochemical oxidations, this method complements the existing organoboron toolbox. We demonstrate the broad scope, scalability, and robustness of this unconventional catalyst-free transformation, leading to functionalized biaryls and ultimately furnishing drug-like small molecules, as well as late stage derivatization of natural compounds. In addition, the observed selectivity of the oxidative coupling reaction is related to the electronic structure of the TABs through quantum-chemical calculations and experimental investigations.

Synthesis of Styrenes by Palladium(II)-Catalyzed Vinylation of Arylboronic Acids and Aryltrifluoroborates by Using Vinyl Acetate

Reactions of aromatic and heteroaromatic boronic acids or aryltrifluoroborate salts with vinyl acetate in the presence of a palladium(II) catalyst give the corresponding styrenes in good yields. This Heck reaction proceeds with microwave heating in less t