587833-37-2

Basic information

• Product Name: [2,2'-Binaphthalene]-1,1'-diol, 3,3'-diphenyl-
• Synonyms: [2,2'-Binaphthalene]-1,1'-diol, 3,3'-diphenyl-;2-(1-hydroxy-3-phenylnaphthalen-2-yl)-3-phenylnaphthalen-1-ol
• CAS NO: 587833-37-2
• Molecular Formula: C₃₂H₂₂O₂
• Molecular Weight: 438.51588
• Mol File: 587833-37-2.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: [2,2'-Binaphthalene]-1,1'-diol, 3,3'-diphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: [2,2'-Binaphthalene]-1,1'-diol, 3,3'-diphenyl-(587833-37-2)
• EPA Substance Registry System: [2,2'-Binaphthalene]-1,1'-diol, 3,3'-diphenyl-(587833-37-2)

Safety Data

• Hazardous Substances Data: 587833-37-2(Hazardous Substances Data)

Upstream product

• 30069-65-9 3-phenylnaphthalen-1-ol 
• 536-74-3 phenylacetylene 
• 103-80-0 phenylacetyl chloride 
• 604-44-4 4-chloronaphthalen-1-ol 

Downstream Products

• 56568-56-0 3,3'-diphenyl-2,2'-binaphthalene-1,1',4,4'-tetraone 
• 175223-61-7 (+/-)-vanol hydrogen phosphate 
• 586952-27-4 (dppe)Pt(S-VANOL) 

Relevant articles and documents

Enantiodivergent Kinetic Resolution of 1,1′-Biaryl-2,2′-Diols and Amino Alcohols by Dipeptide-Phosphonium Salt Catalysis Inspired by the Atherton–Todd Reaction

A highly enantiodivergent organocatalytic method is disclosed for the synthesis of atropisomeric biaryls via kinetic resolution inspired by a dipeptide-phosphonium salt-catalyzed Atherton–Todd (A-T) reaction. This flexible approach led to both R- and S-enantiomers by fine-tuning of bifunctional phosphonium with excellent selectivity factors (s) of up to 1057 and 525, respectively. The potential of newly synthesized O-phosphorylated biaryl diols was illustrated by the synthesis of axially chiral organophosphorus compounds. Mechanistic investigations suggest that the bifunctional phosphonium halide catalyst differentiates between the in-situ-generated P-species in the A-T process, mainly involving phosphoryl chloride and phosphoric anhydride, thus leading to highly enantiodivergent O-phosphorylation reactions. Furthermore hydrogen bonding interactions between the catalysts and phosphorus molecules were crucial in asymmetric induction.