67348-20-3Relevant academic research and scientific papers
Prolinol as a Chiral Auxiliary in Organophosphorus Chemistry
Kozio?, Anna E.,W?odarczyk, Adam
, p. 1931 - 1941 (2021/04/06)
Several strategies for the development of the synthesis of P-chiral organophosphorus compounds with (L)-prolinol as a source of chirality have been examined. A reaction of L-prolinol with a set of different alkyl/arylphosphonous acid diamides led in most of the cases to the quantitative formation of the appropriate bicyclic oxazaphospholidines with complete diastereo and enantioselectivity. The latter were reacted with BH3 complex and the formed borane analogues were submitted to structural modifications leading to tertiary phosphine-boranes. Additionally, the effectiveness of oxazaphospholidines as ligands in transition metal asymmetric catalysis has been tested in hydrogenation of dehydroaminoacid esters and imine.
Copolymerization of ethylene and methyl acrylate by cationic palladium catalysts that contain phosphine-diethyl phosphonate ancillary ligands
Contrella, Nathan D.,Sampson, Jessica R.,Jordan, Richard F.
supporting information, p. 3546 - 3555 (2014/08/05)
A series of benzo-linked phosphine-diethyl phosphonate (P-PO) and phosphine-bis(diethyl phosphonate) (P-(PO)2) ligands and the corresponding (P-PO)PdMe(2,6-lutidine)+ and (P-(PO) 2)PdMe(2,6-lutidine)+ complexes were synthesized. Cationic (P-PO)PdMe(2,6-lutidine)+ complexes are active for ethylene oligomerization/polymerization, with activities of 2 kg mol-1 h -1 for {κ2-1-PiPr2-2-P(O)(OEt) 2-5-Me-Ph}PdMe(2,6-lutidine)+ (3c), 125 kg mol -1 h-1 for {κ2-1-PPh2-2-P(O) (OEt)2-5-Me-Ph}PdMe(2,6-lutidine)+ (3a), and 1470 kg mol-1 h-1 for {κ2-1-P(2-OMe-Ph) 2-2-P(O)(OEt)2-Ph}PdMe(2,6-lutidine)+ (3b). The polyethylene is highly linear, with over 80% terminal unsaturation and low (230-1890 Da) molecular weight in all cases. 3b copolymerizes ethylene with methyl acrylate, exhibiting highly selective (95%) in-chain (rather than chain-end) acrylate incorporation. The P-(PO)2 catalyst {κ2-1-P(4-tBu-Ph)(2-P(O)(OEt)2-5-Me-Ph)- 2-P(O)(OEt)2-5-Me-Ph}PdMe(2,6-lutidine)+ (3d) is more active for ethylene homopolymerization (2640 kg mol-1 h -1), yielding linear, low-molecular-weight polymer (1280-1430 Da) with predominantly internal olefin placement. In ethylene/methyl acrylate copolymerization, 3d incorporates 2.6 mol % methyl acrylate, 60% of which is in-chain. Both 3b and 3d catalyze ethylene/acrylic acid copolymerization, albeit with low (-1 h-1) activities and acrylic acid incorporation up to 1.1 mol %.
The reactivity of arylphosphorus acid amides under Birch reduction conditions
Stankevic, Marek,Wlodarczyk, Adam,Nieckarz, Damian
, p. 4351 - 4371 (2013/07/26)
Several classes of arylphosphorus acid amides have been tested in reactions with alkali metal solutions in liquid ammonia. The outcomes of such reactions depend on the structures of the starting materials. Generally, two processes-Birch reduction or cleavage of the P-aryl bond-can be operative. Diarylphosphinic amides tend to undergo double Birch reduction to afford bis(cyclohexadienyl)phosphinic amides. Copyright
