100165-87-5

Upstream product

• 74866-28-7 2,2'-dibromo-1,1'-binaphthyl 
• 4129-40-2 di(p-tolyl)phosphinic chloride 
• 100165-87-5 2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl dioxide 
• 99646-28-3 (R)-tol-BINAP 
• 153305-67-0 tol-BINAP 
• 99646-28-3 1,1′-binaphthalene-2,2′-diylbis[bis(4-methylphenyl)phosphine] 

Downstream Products

• 100165-87-5 (R)-(+)-2,2'-bis(di-p-tolylphosphinyl)-1,1'-binaphthyl 
• 100165-87-5 (S)-[1,1'-binaphthalene]-2,2'-diylbis(di-p-tolylphosphine oxide) 
• 99646-28-3 (R)-tol-BINAP 
• 99646-28-3 1,1′-binaphthalene-2,2′-diylbis[bis(4-methylphenyl)phosphine] 

Relevant academic research and scientific papers

An enantioselective oxidative coupling reaction of 2-naphthol derivatives catalyzed by chiral diphosphine oxide-iron(ii) complexes

An enantioselective oxidative coupling of 2-naphthol derivatives is developed with the use of chiral Fe(ii)-diphosphine oxide complexes. Optically active 1,1-bi-2-naphthol derivatives can be synthesized in high yields when a 2?:?1 complex of (S)-xylyl-iPrO-BIPHEP-oxide and Fe(OTf)2 is used in the presence of t-butyl hydroperoxide as an oxidant. The non-linear effect, X-ray crystal structure and ESI-MS suggest that a 2?:?1 complex of (S)-xylyl-iPrO-BIPHEP-oxide and Fe(OTf)2 is a pre-catalyst for a Fe(iii)/Fe(iv) redox cycle.

Selective mono reduction of bis-phosphine oxides under mild conditions

Bis-phosphine oxides can be selectively reduced to bis-phosphine monoxides under exceptionally mild conditions using triflic anhydride and a thiol. The Royal Society of Chemistry.

Chiral Recognition of in Situ-Oxidized Phosphine Oxides with Octahedral Indium Complexes by 31P NMR Spectroscopy

Herein, efficient chiral recognition of phosphine oxides with octahedral indium complexes was demonstrated. Direct chiral analysis of in situ-prepared phosphine oxides formed using phosphines and hydrogen peroxide was conducted effectively via 31P nuclear magnetic resonance spectroscopy. Sufficient peak resolution of chiral phosphines was obtained consistently, thereby enabling the reliable determination of absolute chirality. Rational 1:1 binding models based on experiments and density functional theory calculations have been proposed.

Facile synthesis of chiral 1,2-chlorohydrins via the ring-opening of meso-epoxides catalyzed by chiral phosphine oxides

The facile synthesis of chiral 1,2-chlorohydrins via the enantioselective ring-opening of meso-epoxides with silicon tetrachloride in the presence of a chiral phosphine oxide was accomplished. The chiral 1,2-chlorohydrins were also obtained from the corresponding cis-alkenes in one-pot without significant loss in the selectivity, thereby permitting easy access to the 1,2-chlorohydrins from cis-alkenes with good yields and enantioselectivities.

Stereospecific, enantioselective allylation of α-hydrazono esters by using allyltrichlorosilanes with BINAP dioxides as neutral-coordinate organocatalysts

(Chemical equation presented). Excellent diastereo- and enantioselectivities were obtained in the title reaction, (E)-Crotylsilanes gave syn adducts, whereas anti adducts were obtained from (Z)-crotylsilanes (see scheme).

Ruthenium-phosphine complex

A ruthenium-phosphine complex represented by the formula (I) wherein R--BINAP represents tertiary phosphine represented by the formula (II) STR1 R which is the same represents hydrogen, methyl or t-butyl, S represents tertiary amine, y represents 0 or 1, and when y is 0, x represents 2, z represents 4 and p represents 1, and when y is 1, x represents 1, z represents 1 and p represents 0.

Practical Synthesis of (R)- or (S)-2,2'-Bis(diarylphosphino)-1,1'-binaphthyls (BINAPs)

Practical methods for the synthesis of (R)- or (S)-2,2'bis(diarylphosphino)-1,1'-binaphthyls (BINAPs), useful ligands for transition-metal-catalyzed asymmetric reactions, have been developed. (+/-)-2,2'-Bis(diphenylphosphinyl)1,1'-binaphthyl , prepared from 2,2'-dibromo-1,1'-binaphthyl and diphenylphosphinyl chloride, can be resolved into optical antipodes by the use of camphorsulfonic acid or 2,3-di-O-benzoyltartaric acid.Reduction of resolved BINAPO with trichlorosilane in the presence of triethylamine affords optically pure 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP).In a similar manner, several BINAP analogues have been prepared in optically pure form.The present procedures are suitable for obtaining these axially dissymmetric diphosphines in a large scale.The molecular structure of the 1:1:1 complex of (S)-(-)-BINAPO, (1R)-(-)-camphorsulfonic acid, and acetic acid has been studied by single-crystal X-ray analysis.