16643-11-1

Upstream product

• 1066-45-1 trimethyltin(IV)chloride 
• 63488-10-8 4-tert-butylmagnesium bromide 
• 661-69-8 hexamethyldistannane 
• 3972-65-4 1-bromo-4-tert-butylbenzene 

Downstream Products

• 69090-35-3 di-μ-chlorobis[(dimethylphenylphosphine)(p-t-butylbenzoyl)platinum(II)] 
• 1082577-50-1 t-BuC₆H₄(St)BBr 
• 923001-29-0 5,5'-bis-[bis-(4-tert-butyl-phenyl)-boranyl]-[2,2']bithiophenyl 

Relevant academic research and scientific papers

Electron-Deficient Borinic Acid Polymers: Synthesis, Supramolecular Assembly, and Examination as Catalysts in Amide Bond Formation

The Lewis acidic character of borinic-acid-functionalized polymers suggests broad potential applications in supramolecular materials, chemo- and biosensors, as well as supported catalysts. Two highly electron-deficient borinic acid copolymers (3 a and 3 b) with variable steric hindrance at the boron center were prepared by reaction of aryldibromoboranes ArBBr2 (2, Ar=2,4-Cl2Ph, 3,5-Cl2Ph) with a 10 % stannylated polystyrene random copolymer, followed by conversion to the desired PS-B(Ar)OH functionalities. The supramolecular assembly of these polymers through Lewis acid–Lewis base interactions and reversible covalent B?O?B bond formation was investigated. Exposure of a polymer solution of 3 a to pyridine triggered spontaneous gelation, whereas 3 b only gelled upon addition of molecular sieves to favor formation of boroxane crosslinks. The crosslinking process was readily reversed by addition of small amounts of water or wet solvent. The dynamic processes were studied in detail by variable-temperature (VT) NMR by using molecular model compounds. The polymers and their corresponding model compounds were also examined as catalysts in the amide bond formation reaction between phenylacetic acid and benzylamine. The 3,5-dichlorophenyl borinic acid derivatives proved to be the more effective catalysts. Mechanistic studies suggested that the borane Lewis acid-catalyzed coupling involves initial acid-induced protodeboronation to release the dichlorophenyl boronic acid as the active catalyst.

Visible-Light-Driven Synthesis of Arylstannanes from Arylazo Sulfones

The visible-light-driven preparation of (hetero)aryl stannanes was carried out under both photocatalyst- and metal-free conditions via irradiation of arylazo sulfones in the presence of hexaalkyldistannanes. The reaction shows a high efficiency and a wide substrates scope. The resulting crude organotin derivatives can be directly employed in a Stille protocol.