86688-06-4

Basic information

• Product Name: R-1,1'-BINAPHTHALENE-2,2'-DIIODO
• Synonyms: R-1,1'-BINAPHTHALENE-2,2'-DIIODO;(R)-1,1''-BINAPHTHALENE-2,2''-DIIODO ((R)-2,2''-DIIODO-1''1-BINAPHTHYL);(R)-2,2'-Diiodo-1,1'-binaphthalene
• CAS NO: 86688-06-4
• Molecular Formula: C₂₀H₁₂I₂
• Molecular Weight: 506.115
• Mol File: 86688-06-4.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: R-1,1'-BINAPHTHALENE-2,2'-DIIODO(CAS DataBase Reference)
• NIST Chemistry Reference: R-1,1'-BINAPHTHALENE-2,2'-DIIODO(86688-06-4)
• EPA Substance Registry System: R-1,1'-BINAPHTHALENE-2,2'-DIIODO(86688-06-4)

Safety Data

• Hazardous Substances Data: 86688-06-4(Hazardous Substances Data)

Usage

General Description

R-1,1'-BINAPHTHALENE-2,2'-DIIODO, also known as BINAP, is a chemical compound primarily used as a chiral ligand in asymmetric synthesis. It is a member of the BINAP family, which are important chiral ligands in various catalytic reactions. BINAP and its derivatives have been widely employed in metal-catalyzed reactions, such as hydrogenation, hydroformylation, and allylic substitution. Its unique structure and properties make it a valuable tool in organic synthesis, particularly in the production of pharmaceuticals and fine chemicals with high enantioselectivity. Additionally, BINAP has also been studied for its potential applications in fields such as materials science and polymer chemistry.

Upstream product

• 4488-22-6 1,1'-binaphthalene-2,2'-diamine 
• 18741-85-0 (R)-1,1'-binaphthyl-2,2'-diamine 
• 135-19-3 β-naphthol 
• 115510-90-2 N-(2'-amino-[1,1'-binaphthalen]-2-yl)acetamide 
• 20191-75-7 1-bromo-2-naphthylamine 

Downstream Products

• 60536-98-3 2,2'-dimethyl-1,1'-binaphthyl 
• 19634-89-0 (R)-2,2'-dimethyl-1,1'-binaphthyl 
• 252-24-4 1,2-Binaphthylen 
• 426210-81-3 2,2'-diethynyl-1,1'-binaphthalene 
• 820974-51-4 C₃₄H₂₆O₂ 
• 102-54-5 ferrocene 
• 402718-81-4 (S)-1,1'-(1,1'-binaphthyl-2,2'-diyl)ferrocene 
• 151735-75-0 (C₁₀H₆)2(Fe(C₅H₄)2)2 
• 604-53-5 1,1'-bisnaphthalene 
• 402718-85-8 (C₁₀H₆)2I^(1-)*I^(1-)*Pd⁽²⁺⁾*P(C₆H₅)2C₅H₄FeC₅H₄P(C₆H₅)2=(C₁₀H₆)2I₂PdP(C₆H₅)2C₅H₄FeC₅H₄P(C₆H₅)2 
• 402718-87-0 (C₁₀H₆)2PdI₂P(C₆H₅)2C₅H₄FeC₅H₄P(C₆H₅)2 
• 402718-86-9 (C₁₀H₆)2I₂PdP(C₆H₅)2C₅H₄FeC₅H₄P(C₆H₅)2OC₄H₈O 

Relevant articles and documents

Synthesis of New Axially Chiral Iodoarenes

A new family of axially chiral iodoarenes derived from commercially available (R)-1,1′-binaphthyl-2,2′-diamine have been synthesized and employed as catalysts in Kita's enantioselective oxidative spirolactonization of propanoic acid tethered 1-naphthol. Through this study, we explored the relationship between the hypervalent iodoarene geometry and enantioselectivity, contributing to the current understanding of axial-to-central chirality transfer in organoiodine(III) catalysis.

Axially Chiral Bis-Cycloplatinated Binaphthalenes and Octahydro-Binaphthalenes for Efficient Circularly Polarized Phosphorescence in Solution-Processed Organic Light-Emitting Diodes

A new series of axially chiral binuclear Pt(II) complexes with bridging ligands of binaphthalenes and octahydro-binaphthalenes and auxiliary ligands of β-diketones were designed and prepared. These complexes, identified by spectral and electrochemical met

Chiral binaphthalenes bearing two pyridine ligands attached via acetylene spacers. Synthesis and coordination study

An effective methodology has been developed for the synthesis of enantiopure 2,2′-dialkynylated 1,1′-binaphthalene derivatives. Enantiopure 2,2′-diiodo-1,1′-binaphthalene (10) provided 2,2′-diethynyl-1,1′-binaphthalene (16) in the Negishi alkynylation sup