32376-17-3

Upstream product

• 75-16-1 methylmagnesium bromide 
• 25979-07-1 tert-butyldichlorophosphine 
• 203000-43-5 tert-butyldimethylphosphine borane complex 
• 917-54-4 methyllithium 

Downstream Products

• 1356584-39-8 C₁₈H₁₄BClF₉P 
• 76316-38-6 trans-Pt(NCCHCO₂Me)Ph(P-t-BuMe₂)2 
• 76124-95-3 trans-[PtOH(Ph)(P-t-BuMe₂)2] 
• 76316-27-3 trans-Pt(Cl)Ph(P-t-BuMe₂)2 
• 133909-61-2 mer-{IrClH(CCPh)(PMe₂tBu)3} 

Relevant academic research and scientific papers

[RuCl2(η6-p-cymene)(P*)] and [RuCl 2(κ-P-η6-arene)] complexes containing p -stereogenic phosphines. activity in transfer hydrogenation and interactions with DNA

The preparation of a series of half-sandwich ruthenium complexes, [RuCl2(η6-p-cymene)(P)] (P* = S-PMeRR′) and [RuCl2(κ-P-η6-arene)], containing P-stereogenic phosphines is reported. The borane-protected P-stereogenic phosphines have been obtained by addition of the (H3B)PMe 2R (R = t-Bu (1), Cy (2), Fc (3))/sec-BuLi/(-)-sparteine adduct to benzyl halides, carbonyl functions, and epoxides with yields between 40 and 90% and ee values in the 70-99% range. Those containing an aryl secondary function have been used in the preparation of [RuCl2(η6-p- cymene)(P)] complexes. Borane deprotection has been performed using HBF 4, except for (H3B)PRMe(CH2SiMe2Ph) phosphines, where DABCO was used to avoid partial cleavage of the CH 2-Si bond. In the case of (H3B)P(t-Bu)Me(CH 2C(OH)Ph2) (1l) the dehydrated phosphine was obtained. The tethered complexes were obtained by p-cymene substitution in chlorobenzene at 120 C, except for ferrocenyl-containing complexes, which decomposed upon heating. The presence of substituents in the aryl arm of some of the phosphines introduces new chiral elements in the tethered [RuCl2(κ-P- η6-arene)] compounds. Full characterization of all compounds both in solution and in the solid state has been carried out. Crystal structure determinations of four phosphine-borane molecules confirm the S configuration at the phosphorus atom (1a,e,l and 2d). Moreover, the crystal structure of one p-cymene complex (5i) and four tethered complexes reveal the strain of the compounds with two atoms in the tether (7c,g,l and 8i). Tethering has a marked effect on the catalytic performance transfer hydrogenation of acetophenone and on the nature of hydridic species originating during the activation period. The chiral induction attains 58% ee with complexes with the bulkiest substituents in the pendant arm of the phosphine. Three of the prepared complexes can interact with DNA and present a reasonable cytotoxicity toward cancer cells. Intercalation of the free aromatic pendant arm of the phosphines seems to be fundamental for such interactions.

Cyclic phosphonium bis(fluoroaryl)boranes- Trends in Lewis acidities and application in Diels-Alder catalysis

The rigid cyclic Lewis acids [(C6F5)B(CH 2)(C6F4)P(tBu)2]+ ([1]+), [(C6F5)B(CH2)(C 6F3H)P(tBu)2]

Catalytic asymmetric deprotonation of phosphine boranes and sulfides as a route to P-stereogenic compounds

A comparison between phosphine boranes and sulfides in their catalytic asymmetric deprotonation using organolithiums and sub-stoichiometric amounts of (-)-sparteine has revealed superior catalytic efficiency in the phosphine sulfide deprotonation. The Royal Society of Chemistry.

A new sparteine surrogate for asymmetric deprotonation of N-Boc pyrrolidine

(Chemical Equation Presented) The s-BuLi complex of a cyclohexane-derived diamine is as efficient as s-BuLi/(-)-sparteine for the asymmetric deprotonation of N-Boc pyrrolidine. This is the first example of high enantioselectivity using a non-sparteine-like diamine in such reactions. The ( S, S)-diamine is a useful (+)-sparteine surrogate and was utilized in short syntheses of (-)-indolizidine 167B and an intermediate for the synthesis of the CCK antagonist (+)-RP 66803.