915314-44-2

Basic information

• Product Name: Benzenesulfonamide, N-[2-(diphenylphosphino)phenyl]-4-methyl-
• CAS NO: 915314-44-2
• Molecular Formula: C25H22NO2PS
• Molecular Weight: 431.495
• Mol File: 915314-44-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Benzenesulfonamide, N-[2-(diphenylphosphino)phenyl]-4-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonamide, N-[2-(diphenylphosphino)phenyl]-4-methyl-(915314-44-2)
• EPA Substance Registry System: Benzenesulfonamide, N-[2-(diphenylphosphino)phenyl]-4-methyl-(915314-44-2)

Safety Data

• Hazardous Substances Data: 915314-44-2(Hazardous Substances Data)

Upstream product

• 1024-38-0 N-(2-bromophenyl)-4-methylbenzenesulfonamide 
• 1079-66-9 chloro-diphenylphosphine 
• 615-36-1 2-bromoaniline 
• 104-94-9 4-methoxy-aniline 
• 1150-26-1 N-(4-Methoxy-phenyl)-4-methyl-benzenesulfonamide 
• 4559-70-0 Diphenylphosphine oxide 
• 103790-08-5 N-(p-toluenesulfonyl)-p-benzoquinone imine dimethyl acetal 
• 108-86-1 bromobenzene 
• 65423-44-1 (2-diphenylphosphino)benzeneamine 
• 2387-43-1 2-methyl-2-((tosyloxy)methyl)propane-1,3-diyl bis(4-methylbenzenesulfonate) 
• 67405-21-4 (+/-)-(2-Aminophenyl)phenylphosphine 
• 98-59-9 p-toluenesulfonyl chloride 
• 941-55-9 4-toluenesulfonyl azide 

Relevant articles and documents

Controlled di-lithiation enabled synthesis of phosphine-sulfonamide ligands and implications in ethylene oligomerization

Catalyst design for ethylene oligomerization has attracted significant interest. Herein, we report the synthesis of phosphine-sulfonamide-derived palladium complexes and examine their performance in ethylene oligomerization. Arresting a dilithiation intermediate ofN-(2-bromophenyl)-4-methylbenzenesulfonamide (1) at ?84 °C selectively producedN-(2-(bis(2-methoxyphenyl)phosphanyl)phenyl)-4-methylbenzenesulfonamide (L1A). However, the same reaction at ?41 °C delivered a different ligand; 2-(bis(2-methoxyphenyl)phosphanyl)-4-methyl-N-phenylbenzenesulfonamide (L2A). The generality of our strategy has been demonstrated by preparingN-(2-(diphenylphosphanyl)phenyl)-4-methylbenzenesulfonamide (L1B) and 2-(diphenylphosphanyl)-4-methyl-N-phenylbenzenesulfonamide (L2B). Subsequently,L1AandL1Bwere treated with a palladium precursor to yield 5-membered complexesC1andC2, respectively. In contrast,L2Aupon treatment with palladium produced a 6-membered metal complexC3. Thus, a small library of 7 palladium complexes (C1-C7) were synthesized by varying the donor moiety (pyridine, DMSO, and acetonitrile). The identity of palladium complexes was unambiguously ascertained using a combination of spectroscopic and analytical methods, including single-crystal X-ray diffraction. The performance of the complexesC1-C7was investigated in ethylene oligomerization and almost all of them were found to be active. The resultant ethylene oligomers were characterized using1H and13C NMR, MALDI-ToF-MS, and GPC. Detailed screening of reaction parameters revealed 100 °C and 40 bars ethylene to be optimal conditions. ComplexC5outperformed other complexes and produced ethylene oligomers with a molecular weight of 1000-1900 g mol?1

Iridium(III)-Catalyzed C H Amidation of Arylphosphoryls Leading to a P-Stereogenic Center

Direct C H amidation of arylphosphoryl compounds has been developed by using an IrIIIcatalyst system under mild conditions. A wide range of substrates could be employed with high functional-group tolerance. This procedure was successfully applied for the first time to the asymmetric reaction giving rise to a P-chirogenic center with a high diastereomeric ratio of up to 19:1 (90 % de).