933802-83-6

Upstream product

• 594-09-2 trimethylphosphane 
• 2101-86-2 p-methylazidobenzene 

Downstream Products

• 908065-26-9 4-(p-nitrophenyl)-2-(p-tolylimino)but-3-enoic acid ethyl ester 
• 933802-85-8 ethyl 4-p-nitrophenyl-2-p-tolylimino-3-(E)-butenoate 
• 933802-87-0 ethyl 4-ethoxycarbonyl-2-p-tolylimino-3-(E)-butenoate 
• 132373-58-1 {Rh(C₈H₁₂)Cl(CH₃C₆H₄NP(CH₃)3)} 
• 132315-97-0 {Rh(CO)2Cl(CH₃C₆H₄NP(CH₃)3)} 
• 1309976-51-9 C₁₆H₂₂NO₄P 
• 1309976-52-0 C₁₄H₂₄NO₄P 

Relevant academic research and scientific papers

Synthesis of fluorinated β-aminophosphonates and γ-lactams

The functionalized polyfluorophosphorylated 1-azadienes I have been prepared by a Wittig reaction of ethyl glyoxalate and perfluorophosphorylated conjugated phosphoranes, obtained by reaction of phosphazenes and fluorinated acetylenic phosphonates. Subsequent reduction of both carbon-carbon and carbon-nitrogen double bonds of these 1-azadienes I affords the fluorine-containing β-aminophosphonates II, with the syn β-aminophosphonate being obtained as the major diastereoisomer. Base-mediated cyclocondensation of a diastereomeric mixture of aminophosphonates II leads exclusively to a new type of functionalized trans-γ-lactams III in a diastereoselective way. A computational study has also been used to explain the observed diastereoselectivity of these reactions.

α-Ketiminophosphonates: Synthesis and applications

The synthesis of α-iminophosphonates derived from ketones has been achieved by aza-Wittig reaction of P-trimethylphosphazenes with acylphosphonates. These unstable compounds can be used for the synthesis of chiral α-aminophosphonate derivatives through ad

Synthesis of α-phosphorylated α,β-unsaturated imines and their selective reduction to vinylogous and saturated α-aminophosphonates

An efficient synthesis of α,β-unsaturated imines derived from α-aminophosphonates is achieved through aza-Wittig reaction of P-trimethyl phosphazenes with β,γ-unsaturated α-ketophosphonates. Selective 1,2-reduction of such 1-azadienes affords β,γ-unsatura

Efficient synthesis of 1-azadienes derived from α-aminoesters. Regioselective preparation of α-dehydroamino acids, vinylglycines, and α-amino acids

(Chemical Equation Presented) An efficient synthesis of 1-azadienes derived from α-aminoesters is achieved through an aza-Wittig reaction of phosphazenes with β,γ-unsaturated α-ketoesters. Regioselective 1,2-reduction of these functionalized 1-azadienes affords vinylglycine derivatives, while conjugative 1,4-reduction gives α-dehydroamino acid compounds. Reduction of both the carbon-carbon and the imine-carbon-nitrogen double bonds leads to the formation of α-amino acid derivatives.

Arylimido complexes of ruthenium(IV) porphyrins

Treatment of [Ru(tbpp)O2] [H2tbpp = 5,10,15,20-tetrakis(p-tert-butylphenyl)porphyrin] with SiMe3Cl gave [Ru(tbpp)Cl2] in good yield. Reaction of [Ru(tbpp)Cl2] with para-substituted anilines NRH2 (R = p-XC6H4 where X = Me, H, Cl or I) afforded the first arylimidoruthenium(IV) complexes [Ru(tbpp)(NR)]. These are paramagnetic with μeff ca. 2.8 μB and display 1H NMR spectra that are typical for paramagnetic ruthenium(IV) porphyrins. The cyclic voltammograms of [Ru(tbpp)(NR)] exhibit reversible RuV-RuIV and RuIV-RuIII couples. Treatment of [Ru(tbpp)(NR)] with AgI or CeIV afforded the imidoruthenium(V) complex [Ru(tbpp)(NR)]+. The complexes [Ru(tbpp)(NR)] underwent imido-group transfer reactions with tertiary phosphines to give [Ru(tbpp)-(PR′3)2] and RN=PR3′. The reduction of [Ru(tbpp)(NR)] by PMe2Ph shows saturation kinetics, in which the rate is first order in [RuIV]. The mechanism proposed for the Ru-mediated imido transfer involves reversible binding of phosphine to RuIV and rate-limiting intramolecular imido-group transfer. The first-order rate constant (k1) and phosphine binding constant (K) and for the reduction of [Ru(tbpp)(NC6H4Me-p)] by PMe2Ph at 25.0°C in toluene solution were determined to be (6.86 ± 0.19) × 10-4 s-1 and (23.6 ± 6.5) × 103 mol dm-3, respectively. The activation enthalpy (ΔH?) and entropy (ΔS?) for the above reaction are 125 ± 1 kJ mol-1 and 113 ± 21 J K-1 mol-1, respectively. For the reduction of para-X-substituted arylimido complexes [Ru(tbpp)(NC6H4X-p)] by tertiary PMe2Ph the rate decreases in the order X = I > H ≈ Cl > Me. The imido transfer from [RuV(tbpp)-(NC6H4Me-p)]+ to PMe2Ph is about 60 times faster than that from [RuIV(tbpp)(NC6H4Me-p)].