40612-18-8Relevant academic research and scientific papers
The Trityl-Cation Mediated Phosphine Oxides Reduction
Landais, Yannick,Laye, Claire,Lusseau, Jonathan,Robert, Frédéric
supporting information, p. 3035 - 3043 (2021/05/10)
Reduction of phosphine oxides into the corresponding phosphines using PhSiH3 as a reducing agent and Ph3C+[B(C6F5)4]? as an initiator is described. The process is highly efficient, reducing a broad range of secondary and tertiary alkyl and arylphosphines, bearing various functional groups in generally good yields. The reaction is believed to proceed through the generation of a silyl cation, which reaction with the phosphine oxide provides a phosphonium salt, further reduced by the silane to afford the desired phosphine along with siloxanes. (Figure presented.).
Synthesis of (R,R)- and (S,S)-Norphos
Brunner, Henri,Muschiol, Manfred,Zabel, Manfred
, p. 405 - 408 (2008/09/21)
Oxidation of (E)-1,2-bis(diphenylphosphanyl)ethene with hydrogen peroxide gave (E)-1,2-bis(diphenylphosphoryl)ethene. Diels-Alder reaction of (E)-1,2-bis(diphenylphosphoryl)ethene with cyclopentadiene yielded 2,3-bis(diphenylphosphoryl)bicyclo[2.2.1]hept-5-ene (NorphosO). rac-NorphosO was resolved with O,O-dibenzoyltartaric acid. (R,R)- and (S,S)-NorphosO were reduced with trichlorosilane to give 2,3-bis(diphenylphosphanyl)bicyclo[2.2.1] hept-5-ene [(R,R)- and (S,S)-Norphos]. Georg Thieme Verlag Stuttgart.
Catalytic asymmetric intramolecular hydroamination of alkynes in the presence of a catalyst system consisting of Pd(0)-methyl Norphos (or tolyl Renorphos)-benzoic acid
Narsireddy, Meda,Yamamoto, Yoshinori
supporting information; experimental part, p. 9698 - 9709 (2009/04/07)
(Chemical Equation Presented) Enantiomerically pure methyl Norphos (A), tolyl Norphos (B), CF3 Norphos (C), methyl Renorphos (D), and tolyl Renorphos (E) were synthesized and used as chiral bisphosphine ligands for the catalyst system, Pd2(dba)3·CHCl3/PhCOOH, in an intramolecular hydroamination of aminoalkynes 15. Among the Norphos series, methyl Norphos (A) was the best ligand for the hydroamination, and the corresponding five- and six-membered nitrogen heterocycles 16 were obtained in high yields with high enantioselectivities. Among the Renorphos series, tolyl Renorphos (E) gave the best result; both methyl Norphos (A) and tolyl Renorphos (E) afforded high yields and high enantioselectivities. NMR investigation using Me-Norphos revealed that this ligand was oxidized gradually in the presence of Pd2(dba)3·CHCl3 in C6D 6 even under the conditions using Ar atmosphere to give Me-Norphos oxide, which prevented the intramolecular hydroamination. On the other hand, Me-Norphos was rather stable in C6D6 in the absence of the palladium catalyst under Ar atmosphere and was not converted to its oxide even after 3 days. The gradual oxidation of ligands (A and E) in the presence of the Pd catalyst is perhaps a reason why 20 mol % of A or E was needed to obtain high yields and high ee's of 16.
trans-BIS(DIPHENYLPHOSPHINE)CYCLOPROPANE; A LIGAND SELECTIVE FOR BINUCLEAR COMPLEXATION WITH ca. 4.5 Angstroem INTERMETALLIC SEPARATION
Brown, John M.,Lucy, Andrew R.
, p. 241 - 246 (2007/10/02)
trans-1,2-Bis(diphenylphosphinoyl)ethylene was treated with (CH3)2S(CH2) in dimethyl sulphoxide and the product reduced with HSiCl3 to give trans-bis(diphenylphosphino)cyclopropane in 56percent overall yield.The new ligand was found to have a strong affin
Investigation into Diphosphine Oxides as Ligands in Diorganotin(IV) Adducts. Part 3. Synthesis and Crystal Structure of Two Adducts of Dinitratodiphenyltin(IV) with cis- and trans-1,2-Bis(diphenylphosphoryl)ethylene
Dondi, Stefano,Nardelli, Mario,Pelizzi, Corrado,Pelizzi, Giancarlo,Predieri, Giovanni
, p. 487 - 492 (2007/10/02)
The co-ordinating properties of cis- and trans-1,2-bis(diphenylphosphoryl)ethylene (cdppoet and tdppoet respectively) have been examined in two new organotin(IV) complexes, SnPh2(NO3)2(cdppoet)*CHCl3 (1) and 2(tdppoet)*H2O (2), on both of whi
Phosphides and Arsenides as Metal-Halogen Exchange Reagents. Part 1. Dehalogenation of Aliphatic Dihalides
Gillespie, Donal G.,Walker, Brian J.
, p. 1689 - 1695 (2007/10/02)
Lithium diphenylphosphide and arsenide have been investigated as reagents for metal-halogen exchange.Reactions involving two molar equivalents of the anions with 1,2-dibromoethylenes lead to moderate to good yields of acetylenes and smaller yields of phosphorus-containing by-products.Similar reactions with 2,3-dichlorobuta-1,3-diene and 2-chlorobuta-1,3-diene give SN2' rather than direct substitution products.Evidence is presented that adamantene is an initial product in the reaction of lithium diphenylphosphide with 1,2-di-iodo- and 1,2-dibromo-adamantane, but not with 1,2-dichloroadamantane, although 1- and 2-adamantyldiphenylphosphine oxides are formed in every case.Finally reactions of phosphide anion with geminal dihalides were briefly investigated; 1,1-dibromo-2,2-diphenylethylene gave diphenylacetylene as the major product.
