18689-08-2

Upstream product

• 1730-25-2 allylmagnesium bromide 
• 463-49-0 1,2-propanediene 
• 2816-43-5 triphenylgermane 
• 34422-60-1 triphenylgermylsodium 
• 106-95-6 allyl bromide 
• 1626-24-0 chlorotriphenylgermane 

Downstream Products

• 73970-92-0 1-(prop-enyl)-4-phenyl-1,2,4-triazolidine-3,5-dione 
• 124494-12-8 1-methoxy-4-(1-phenylbut-3-en-1-yl)benzene 
• 1515-78-2 buta-1,3-dien-1-ylbenzene 
• 116385-59-2 1-Phenyl-2-triphenylgermanyl-but-3-en-1-ol 
• 116385-57-0 1-phenyl-4-triphenylgermyl-3-buten-1-ol 
• 116385-58-1 (E)-1-triphenylgermyl-1-decen-4-ol 
• 104511-71-9 hexa-Ge-phenyl-Ge,Ge'-propanediyl-bis germane 

Relevant academic research and scientific papers

Chemoselective transfer of allyl or phenyl group from allyl(phenyl)germanes in Pd-catalyzed reactions with aryl halides

Treatment of chloro(phenyl)germanes with allylmagnesium bromide yielded allyl(phenyl)germanes. Coupling of the allyl- (phenyl)germanes with aryl halides in 1,4-dioxane in the presence of aqueous NaOH and Pd catalyst resulted in Heck-type transfer of the allyl group providing the corresponding allylated aryls. On the other hand, reaction of allyl(phenyl)germanes with SbF5 intercalated in graphite in toluene and subsequent treatment of the resulting germanyl fluorides with TBAF generates reactive hypervalent fluorogermanates that undergo Stille-like Pd-catalyzed cross-coupling with aryl halides in wet toluene to provide biaryls.

Hydrostannation and Hydrogermylation of Allenes

Treatment of allenes with Ph3SnH or Ph3GeH in the presence of Pd(PPh3)4 catalyst provides the corresponding allylic stannanes or allylic germanes in good yields.Et3B induced radical addition of Ph3SnH or Ph3GeH to allenes are also described.