167706-40-3

Upstream product

• 53881-33-7 [2-(N,N-dimethylaminomethyl)phenyl]diphenylphosphane 
• 100-52-7 benzaldehyde 
• 1079-66-9 chloro-diphenylphosphine 
• 103-83-3 N,N'-dimethylbenzylamine 

Downstream Products

• 1420291-79-7 (2R,2′R)-1,1′-bis({[2-(diphenylphosphanyl)phenyl]methyl})-2,2′-bipyrrolidine 
• 1351811-09-0 1-[(2-(diphenylphosphino)phenyl)methyl]-3-methylimidazolium tetrafluoroborate 

Relevant academic research and scientific papers

Phosphine Functionalized NHC Ligands and Their Cyclopentadienide Nickel(II) Complexes

By reaction of phosphine functionalized imidazolium salts with nickelocene, a series of cationic 18 VE nickel(II) half-sandwich complexes were obtained in high yields. Herein the central nickel(II) atoms are coordinated in a chelating fashion by the N-heterocyclic carbene (NHC) and the phosphine donor sites. The so obtained chelating ring can be opened by cyanide leading to neutral cyanidonickel(II) NHC complexes. Application of imidazolium salts functionalized with thiophosphine groups prevents the formation of chelate complexes. Instead neutral chloridonickel(II) NHC species are obtained.

Ruthenium(ii) complexes with N-heterocyclic carbene-phosphine ligands for theN-alkylation of amines with alcohols

Metal hydride complexes are key intermediates forN-alkylation of amines with alcohols by the borrowing hydrogen/hydrogen autotransfer (BH/HA) strategy. Reactivity tuning of metal hydride complexes could adjust the dehydrogenation of alcohols and the hydrogenation of imines. Herein we report ruthenium(ii) complexes with hetero-bidentate N-heterocyclic carbene (NHC)-phosphine ligands, which realize smart pathway selection in theN-alkylated reactionviareactivity tuning of [Ru-H] species by hetero-bidentate ligands. In particular, complex6cbwith a phenyl wingtip group and BArF?counter anion, is shown to be one of the most efficient pre-catalysts for this transformation (temperature is as low as 70 °C, neat conditions and catalyst loading is as low as 0.25 mol%). A large variety of (hetero)aromatic amines and primary alcohols were efficiently converted into mono-N-alkylated amines in good to excellent isolated yields. Notably, aliphatic amines, challenging methanol and diamines could also be transformed into the desired products. Detailed control experiments and density functional theory (DFT) calculations provide insights to understand the mechanism and the smart pathway selectionvia[Ru-H] species in this process.

The reactivity of [{2-(diphenylphosphino)phenyl}methyl]-3-imidazol-2-ylidenes towards group VIII element precursors

Phosphine functionalized imidazolium precursors were reacted with triiron(0)- resp. triruthenium(0)dodecacarbonyl in order to compare the reactivity of the Group VIII metals. Furthermore, [(η6-cymene)RuCl2]2 was treated in

Triaryl phosphine-functionalized N-heterocyclic carbene ligands for Heck reaction

A new type of triaryl phosphine-functionalized imidazolium salts 6 were prepared. Their palladium complexes, generated in situ, were successfully applied in the palladium-catalyzed Heck reaction. Using 1 mol% of Pd(dba) 2 and 1 mol% 6c in the presence of 2 equiv of K2CO 3 in DMAc has proven to be highly efficient for the coupling of a wide array of aryl bromides and iodides with acrylates in excellent yield. The coupling of 4-bromotoluene with various styrene derivatives catalyzed by Pd/6c complex also gave good results. Graphical Abstract.