57880-01-0

Upstream product

• 639-58-7 triphenyltin chloride 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 623-12-1 4-chloromethoxybenzene 
• 892-20-6 triphenylstannane 
• 14774-77-7 p-methoxyphenyllithium 
• 4167-90-2 lithium triphenylstannide 
• 894-09-7 iodotriphenylstannane 
• 96868-89-2 (C₆H₅)3SnC₆H₄-p-CH₂CHCH₂ 
• 96469-14-6 (C₆H₅)3SnC₆H₄-p-cyclo-C₆H₁₁ 
• 15807-57-5 (C₆H₅)3SnC₆H₄-o-CH₃ 
• 15807-28-0 triphenyl(p-tolyl)tin 
• 104-92-7 1-bromo-4-methoxy-benzene 

Relevant academic research and scientific papers

Reactions of haloarenes, haloheteroarenes and dihalobenzenes with triphenylstannyl anions in DMSO and acetonitrile

We studied different haloarenes, haloheteroarenes and dihalobenzenes with Ph3Sn- ions in DMSO or acetonitrile (CH3CN) as solvents, in the dark or under irradiation to determine whether the halogen metal exchange (HME) reaction or the SRN1 process prevails. With p-chloroanisole the photostimulated reaction is sluggish in DMSO. There is an HME reaction with 2- and 3-chlorothiophene. Bromoarenes (p-bromoanisole, p-dibromobenzene and 1-bromonaphthalene) and p-iodoanisole react with Ph3Sn- ions faster by an HME mechanism than by the SRN1 process. In the photostimulated reaction of 1-chloronaphthalene, 2-chloro and 3-chloropyridines with Ph3Sn- ions in DMSO, the substitution products are obtained in 72, 82 and 93% yields, respectively. With p-dichlorobenzene the di-substitution product is obtained in 90% yield. All these reactions occur by the SRN1 mechanism. Yields improve when the reactions are carried out in DMSO rather than in CH3CN.