91815-47-3

Basic information

• Product Name: 4,4″-sulfinyldi-1,1′-biphenyl
• Synonyms: 4,4″-sulfinyldi-1,1′-biphenyl
• CAS NO: 91815-47-3
• Molecular Weight: 354.472
• Mol File: 91815-47-3.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 4,4″-sulfinyldi-1,1′-biphenyl(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4″-sulfinyldi-1,1′-biphenyl(91815-47-3)
• EPA Substance Registry System: 4,4″-sulfinyldi-1,1′-biphenyl(91815-47-3)

Safety Data

• Hazardous Substances Data: 91815-47-3(Hazardous Substances Data)

Upstream product

• 92-52-4 biphenyl 
• 75-15-0 carbon disulfide 
• 7446-70-0 aluminium trichloride 
• 7719-09-7 thionyl chloride 
• 64554-57-0 bis([1,1′-biphenyl]-4-yl) sulfide 

Downstream Products

• 19942-80-4 4,4''-sulfonyldi-1,1'-biphenyl 
• 1622424-59-2 3-(2-(4-(biphenyl-4-ylthio)biphenyl-3-yl)dodecanoyl)oxazolidin-2-one 
• 64554-57-0 bis([1,1′-biphenyl]-4-yl) sulfide 
• 144432-80-4 2-(biphenyl-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 92-94-4 [1,1';4',1'']terphenyl 
• 5123-05-7 2-([1,1'-biphenyl]-4-yl)-5,5-dimethyl-1,3,2-dioxaborinane 

Relevant articles and documents

Ni-Catalyzed Borylation of Aryl Sulfoxides

A nickel/N-heterocyclic carbene (NHC) catalytic system has been developed for the borylation of aryl sulfoxides with B2(neop)2 (neop=neopentyl glycolato). A wide range of aryl sulfoxides with different electronic and steric properties were converted into the corresponding arylboronic esters in good yields. The regioselective borylation of unsymmetric diaryl sulfoxides was also feasible leading to borylation of the sterically less encumbered aryl substituent. Competition experiments demonstrated that an electron-deficient aryl moiety reacts preferentially. The origin of the selectivity in the Ni-catalyzed borylation of electronically biased unsymmetrical diaryl sulfoxide lies in the oxidative addition step of the catalytic cycle, as oxidative addition of methoxyphenyl 4-(trifluoromethyl)phenyl sulfoxide to the Ni(0) complex occurs selectively to give the structurally characterized complex trans-[Ni(ICy)2(4-CF3-C6H4){(SO)-4-MeO-C6H4}] 4. For complex 5, the isomer trans-[Ni(ICy)2(C6H5)(OSC6H5)] 5-I was structurally characterized in which the phenyl sulfinyl ligand is bound via the oxygen atom to nickel. In solution, the complex trans-[Ni(ICy)2(C6H5)(OSC6H5)] 5-I is in equilibrium with the S-bonded isomer trans-[Ni(ICy)2(C6H5)(SOC6H5)] 5, as shown by NMR spectroscopy. DFT calculations reveal that these isomers are separated by a mere 0.3 kJ/mol (M06/def2-TZVP-level of theory) and connected via a transition state trans-[Ni(ICy)2(C6H5)(η2-{SO}-C6H5)], which lies only 10.8 kcal/mol above 5.

Synthesis of o-Aryloxy Triarylsulfonium Salts via Aryne Insertion into Diaryl Sulfoxides

The aryne insertion into "S-O" bond has been validated recently. This technology is elusively applied to the synthesis of thioethers. In contrast to the reported cases, the reaction described furnished o-aryloxy triarylsulfonium salts, in lieu of thioethe

An ionic liquid-mediated expeditious route to the syntheses of diaryl sulfoxides

A fast and efficient protocol is proposed for the synthesis of diaryl sulfoxides in the ionic liquid 1-butyl-3-methylimidazolium chloroaluminate, [bmim]Cl·AlCl3, N=0.67, by employing arenes and thionyl chloride. The ionic liquid plays a dual role of Lewis acid catalyst and solvent, under ambient conditions, offering good yields of the product. The influence of the Lewis acidity of the ionic liquid on the extent of conversion is studied.