882992-52-1

Usage

Uses

Used in Pharmaceutical Industry:
(R,S,S)-(-)-(2,6-diphenyl-3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl) bis(1-phenylethyl)amine is used as a chiral ligand for [asymmetric catalysis and organic synthesis] to facilitate the production of chiral drugs. Its unique structure allows for the creation of complex molecules with specific stereochemistry, which is essential for the development of effective and targeted pharmaceuticals.
Used in Agrochemical Industry:
In the agrochemical industry, (R,S,S)-(-)-(2,6-diphenyl-3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl) bis(1-phenylethyl)amine is used as a key component in the synthesis of chiral pesticides and agrochemicals. (R,S,S)-(-)-(2,6-diphenyl-3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl) bis(1-phenylethyl)amine's ability to create specific stereoisomers is vital for enhancing the effectiveness and selectivity of these products, reducing potential environmental impact and increasing their target specificity.
Used in Chemical Research and Development:
(R,S,S)-(-)-(2,6-diphenyl-3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl) bis(1-phenylethyl)amine is also utilized as a research tool for [exploring new chemical reactions and processes]. Its unique properties and reactivity make it an invaluable asset in the development of innovative synthetic methods and the creation of novel compounds with potential applications across various industries.

Upstream product

• 40648-92-8 (R,R)-(+)-bis[alpha-methylbenzyl]amine hydrochloride 
• 75640-70-9 (S)-3,3'-diphenyl-2,2'-dihydroxy-1,1'-binaphthyl 
• 75684-93-4 (R)-(+)-3,3'-diphenyl-[1,1'-binaphthalene]-2,2'-diol 
• 777067-26-2 [(R,R)-bis(α-methylbenzyl)amino]phosphorous dichloride 
• 189518-78-3 (Ra)-3,3’-diiodo-2,2’-bis(methoxymethoxy)-1,1’-binaphthalene 
• 18531-94-7 (R)-1,1'-Bi-2-naphthol 
• 21003-56-5 (1S,1'S)-bis(1-phenylethyl)amine 
• 10024-74-5 (R,R)-N,N-bis-(1-phenylethyl)amine 

Relevant academic research and scientific papers

Asymmetric catalytic hydrogenolysis of aryl-halide bonds in fused arene chromium and ruthenium complexes

Access to highly enantioenriched planar chiral [Cr(5-bromonaphthalene)(CO) 3] (6), [Ru(η5-C5R5)(5- bromonaphthalene)][PF6] (42) and [Ru(η5-C 5R5)(4-bromoindene)] (44) was sought using asymmetric hydrogenolysis of [Cr(5,8-dibromonaphthalene)(CO)3] (5), [Ruη5-C5R5)(5,8-dibromonaphthalene)] (39) and [Ru(η5-C5R5)(4,7-dibromoindene)] (40), respectively. Initial efforts focused on the chromium complex 5. Pd0 catalysts with dimethoxyethane as the solvent and LiBH4 or NaBH 3CN as a hydride source worked best. Nineteen chiral bidentate phosphorus ligands were screened in this reaction. Asymmetric induction was low to modest with product ee's in the range of 4 to 52% and yields of 6 of up to 70 %. Chiral phosphoramidite ligands proved superior and a bulky ligand derived from a Whitesell amine and 3,3′-diphenyl-binaphtol afforded 6 with an ee of 97%. The high enantioselectivity is largely due to the initial desymmetrization reaction though kinetic resolution also plays an important role as shown by the determination of a selectivity factor s = 8.5 at -10°C. Initially high ligand loadings (4 equiv/Pd) were necessary to achieve good asymmetric induction. This could be traced to the trapping of the chiral ligand by borane formed in the reaction. Addition of 1,4-diazabicyclo[2.2.2]octane (DABCO) suppressed this, and its addition led to the use of Pd and chiral ligand in a 1:1.2 ratio. Asymmetric hydrogenolysis of cationic dibromonaphthalene and neutral dibromoindenyl complexes of Ru cyclopentadienyl complexes was investigated and afforded the following results : [RuCp(5-bromonaphthalene)]- [PF6] (39a; 75%, 90% ee), [RuCp*(5-bromonaphthalene)] [PF 6] (39 b; 88%, 99% ee), [RuCp(4-bromoindenyl)] (44a; 72%, 96% ee), and [RuCp*(4-bromoindenyl)] (44 b; 62%, 68% ee).

Synthesis of highly enantiomerically enriched planar chiral ruthenium complexes via Pd-catalysed asymmetric hydrogenolysis

Key elements in this communication are a very efficient microwave synthesis of [RuCp(naphthalene)][PF6], the precursor of [RuCp(CH 3CN)3][PF6], and a Pd-catalysed asymmetric hydrogenolysis to afford planar chira

Asymmetric intramolecular hydroamination of allenes using mononuclear gold catalysts

The intramolecular gold-catalyzed asymmetric hydroamination of allenes was studied by screening a series of mononuclear gold(I) and -(III) complexes in combination with silver salts. Among the various chiral monophosphine and diaminocarbene ligands tried,

Gold(I)-catalyzed enantioselective [4 + 2]-cycloaddition of allene-dienes

"Chemical Equation Presented" An enantioselective gold(I)-catalyzed intramolecular [4 + 2]-cycloaddition of alienes and dienes is reported. The reactions allow for the asymmetric synthesis of frans-hexahydroindenes and pyrrolidine products using C3/

Gold-catalyzed [4C+2C] cycloadditions of allenedienes, including an enantioselective version with new phosphoramidite-based catalysts: Mechanistic aspects of the divergence between [4C+3C] and [4C+2C] pathways

Gold(I) complexes featuring electron acceptor ligands such as phosphites and phosphoramidites catalyze the [4C+2C] intramolecular cycloaddition of allenedienes. The reaction is chemo- and stereoselective, and provides trans-fused bicyclic cycloadducts in