138746-87-9

Upstream product

• 79082-80-7 (S)-6,6'-dibromo-1,1'-binaphthalene-2,2'-diol 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 13185-00-7 (S)-6,6'-dibromo-1,1'-bi-2-naphthol 
• 18531-94-7 (R)-1,1'-Bi-2-naphthol 
• 65283-60-5 (R)-6,6'-dibromo-1,1'-binaphth-2-ol 
• 18531-99-2 (S)-[1,1']-binaphthalenyl-2,2'-diol 

Downstream Products

• 138746-88-0 2,2'-Bis-benzyloxy-[1,1']binaphthalenyl-6,6'-diol 
• 138746-88-0 2,2'-Bis-benzyloxy-[1,1']binaphthalenyl-6,6'-diol 
• 1312293-42-7 2,2'-bis(benzyloxy)-6,6'-bis(4-(diphenylamino)phenyl)-1,1'-binaphthyl 
• 174357-51-8 (aR)-6,6'-dimethoxy-3-formyl-2-methoxymethoxy-2'-phenyl-1,1'-binaphthyl 
• 174357-50-7 (aR)-6,6'-dimethoxy-2-methoxymethoxy-2'-phenyl-1,1'-binaphthyl 
• 174357-49-4 (aR)-6,6'-dimethoxy-2-hydroxy-2'-phenyl-1,1'-binaphthyl 
• 431043-67-3 4,4'-dibromo-6,6'-dichloro-2,2'-dibenzyloxy-1,1'-binaphthalene 
• 174357-47-2 (aR)-2,2'-dibenzyloxy-6,6'-dimethoxy-1,1'-binaphthyl 

Relevant academic research and scientific papers

Highly enantioselective homogeneous catalysis of chiral rare earth phosphates in the hetero-Diels-Alder reaction

Two types of novel rare earth (RE) complexes were synthesized and used as a chiral Lewis acid catalyst for the hetero-Diels-Alder reaction of carbonyl compounds with the Danishefsky's diene under homogeneous conditions. The Y[(R)-H8-BNP]3

Asymmetric aza-Morita-Baylis-Hillman reaction of N-sulfonated imines with methyl vinyl ketone catalyzed by chiral phosphine lewis bases bearing perfluoroalkanes as "Pony tails"

In the aza-Morita-Baylis-Hillman reaction of N-sulfonated imines (N-arylmethylidene-4-methylbenzenesulfonamides and others) with methyl vinyl ketone (MVK), we found that in the presence of a catalytic amount of the chiral phosphine Lewis bases (R)-(-)-6,6

Molecular Clefts Derived from 9,9'-Spirobi for Enantioselective Complexation of Pyranosides and Dicarboxylic Acids

The molecular elefts (R)-and (S)-3, incorporating 9,9'-spirobi as a spacer and two N-(5,7-dimethyl-1,8-naphthyridin-2-yl)carboxamide (CONH(naphthy)) units as H-bonding sites were prepared via the bis(succinimid-N-yl esters) of (R)- and (S)-9,9'-spirobi-2,2'-dicarboxylic acid (5).Derivative 6, with one CONH(naphthy) unit and one succinimid-N-yl ester residue allowed easy access to spirobifluorene elefts with two different H-bonding sites, as exemplified by the synthesis of 4.Binding studies with (R)- and (S)-3 and optically active dicarboxylic acids in CDCl3 exhibited differences in free energy of the formed diastereoisomeric complexes (Δ(ΔG0)) between 0.5 and 1.6 kcal mol-1 (T 300 K).Similar enantioselectivities were observed with the spirobifluorene clefts (R)-and (S)-1, bearing two N-(6-methylpyridin-2-yl)carboxamide (CONH(py)) H-bonding sites.The thermodynamic quantities ΔH0 and ΔS0 for the recognition processes with (R)- and (S)-1 were determined by variable-temperature (1)H-NMR titrations and compared to those with (R)- and (S)-2, which have two CONH(py) moieties attached to the 6,6'-positions of a conformationally more flexible 1,1'-binaphthyl cleft.All association processes showed high enthalpic driving forces which are partially compensated by unfavorable changes in entropy.Pyranosides bind to the optically active clefts 1 and 3 in CDCl3 with -ΔG0 = 3.0-4.3 kcal mol-1.Diastereoisomeric selectivities up to 1.2 kcal mol-1 and enantioselectivities up to 0.4 kcal mol-1 were observed.Cleft 4 and N-(5,7-dimethyl-1,8-naphthyridin-2-)acetamide (25) complexed pyranosides 22-24 as effectively as 3 indicating that only one CONH(naphthy) site in 3 associates strongly with the sugar derivatives.Based on the X-ray crystal structure of 3, a computer model for the complex between (S)-3 and pyranosiide 22 was constructed.Molecular-dynamics (MD) simulations showed that differential geometrical constraints are at the origin of the high enantioselectivity in the complexation of dicarboxylic acid (S)-7 by (R)- and (S)-1 and (R)- and (S)-3.

Catalytic asymmetric hydrogenation of α-ketoesters and quinoline using electronically enriched BINAP

Electronically enriched chiral BINAP derivatives were synthesized incorporating electron-donating substituents at the para-phenyl position and evaluated for the Ru-catalyzed homogeneous asymmetric hydrogenation of α-ketoesters with up to 92% ee. These diphophosphines were also excellent ligands for the iridium-catalyzed asymmetric hydrogenation of quinolines.

The nature of 6,6′-bis(triphenylamine) substituted BINOL as chromophoric and fluorogenic hybrid chemosensor for selective fluoride detection

6,6′-Bis(triphenylamine)-1,1′-binaphthyl-2,2′-diol (1) is highly fluorescent in visible region. On treatment with a variety of anions, the UV-vis absorption as well as the fluorescent behavior of 1 in CH 2Cl2 is substantially changed

Chiral rare earth organophosphates as homogeneous Lewis acid catalysts for the highly enantioselective hetero-Diels-Alder reactions

Various trivalent rare earth-chiral phosphate complexes [(R)-1-RE, (R)-3-RE, and (R)-4-Ce] were prepared and evaluated as a Lewis acid catalyst for the asymmetric hetero-Diels-Alder reaction of aldehydes with the Danishefsky's diene. Some of them effectiv

Synthesis of fluoroalkyl-derivatised BINAP ligands

Fluoroalkyl-derivatised R-BINAP ligands have been prepared, characterised and applied in the ruthenium-catalysed asymmetric hydrogenation of dimethyl itaconate.

Mechanism of one oxygen atom transfer from oxo (salen) manganese(V) complex to olefins

In the Mn-salen catalyzed asymmetric epoxidation of some olefins, non-linear relationship between reaction temperature and entioselectivity was observed. For example, the epoxidation of 1,3-cycloalkadiene with complex 3a as a catalyst showed the maximum enantioselectivity at 0°C. It was also found that the electronic nature of the aromatic substituent in the salen ligand affects enantioselectivity but its effect does not necessarily correspond to the Hammet's σ-values. Based on these new experimental results, we propose a reaction mechanism which proceeds through metallaoxetane intermediate, for one oxygen atom transfer reaction from oxo (salen) manganese(V) complex to olefins.

Optically Active Mono and Bis(1,1'-Binaphthyl)-Cyclophanes: Large Differences in the Complexation of Naproxen Derivatives in Aqueous Solution

Four new optically active cyclophanes with apolar cavities shaped by the major grooves of the 2,2',6,6'- and 2,2',7,7'-tetraoxa-1,1'-binaphthyl units were prepared for the inclusion complexation of naproxen derivatives in aqueous solution.Macrocycles formed by one diphenylmethane and one binaphthyl spacer give stronger binding and, unexpectedly, a higher degree of chiral recognition than cyclophanes formed by two bridged binaphthyl derivatives.