1028416-48-9

Basic information

• Product Name: S-3,3'-di-9-phenanthrenyl-5,5',6,6',7,7',8,8'-octahydro-1,1'-Binaphthalene]-2,2'-diol
• Synonyms: S-3,3'-di-9-phenanthrenyl-5,5',6,6',7,7',8,8'-octahydro-1,1'-Binaphthalene]-2,2'-diol;(1S)-5,5',6,6',7,7',8,8'-Octahydro-3,3'-di-9-phenanthrenyl -[1,1'-binaphthalene]-2,2'-diol;(S)-5,5',6,6',7,7',8,8'-Octahydro-3,3'-di-9-phenanthrenyl-[1, 1'-binaphthalene]-2,2'-diol, 99%e.e.;(S)-5,5',6,6',7,7',8,8'-Octahydro-3,3'-di-9-phenanthrenyl-[1,1'-binaphthalene]-2,2'-diol
• CAS NO: 1028416-48-9
• Molecular Formula: C48H38O2
• Molecular Weight: 646.81
• Mol File: 1028416-48-9.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Density: 1.262±0.06 g/cm3(Predicted)
• PKA: 9.19±0.20(Predicted)
• CAS DataBase Reference: S-3,3'-di-9-phenanthrenyl-5,5',6,6',7,7',8,8'-octahydro-1,1'-Binaphthalene]-2,2'-diol(CAS DataBase Reference)
• NIST Chemistry Reference: S-3,3'-di-9-phenanthrenyl-5,5',6,6',7,7',8,8'-octahydro-1,1'-Binaphthalene]-2,2'-diol(1028416-48-9)
• EPA Substance Registry System: S-3,3'-di-9-phenanthrenyl-5,5',6,6',7,7',8,8'-octahydro-1,1'-Binaphthalene]-2,2'-diol(1028416-48-9)

Safety Data

• Hazardous Substances Data: 1028416-48-9(Hazardous Substances Data)

Usage

General Description

S-3,3'-di-9-phenanthrenyl-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthalene]-2,2'-diol is a chiral, optically active compound that belongs to the class of binaphthol derivatives. It is a highly symmetric molecule with two naphthalene rings connected by a bridging, octahydro-biphenyl unit. S-3,3'-di-9-phenanthrenyl-5,5',6,6',7,7',8,8'-octahydro-1,1'-Binaphthalene]-2,2'-diol is often used as a chiral ligand in asymmetric catalysis, particularly in enantioselective organic reactions. The chiral nature of S-3,3'-di-9-phenanthrenyl-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthalene]-2,2'-diol allows it to selectively interact with other molecules, leading to the formation of new chiral compounds with high enantiomeric purity. Its unique structure and properties make it a valuable tool in the field of organic chemistry and catalysis.

Upstream product

• 68572-87-2 9-phenanthrenylboronic acid 

Downstream Products

• 1028416-47-8 9-phenanthrenyl 

Relevant articles and documents

Synthesis and structural aspects of N-triflylphosphoramides and their calcium salts'highly acidic and effective Bronsted acids

Recently, 1,1′-bi-2-naphthol (BINOL)-based N-triflylphosphoramides emerged as a new class of potent Bronsted acid catalysts. In this paper we describe the efficient synthesis of various BINOL-based N- triflylphosphoramides and their calcium salts. Furthermore, X-ray crystal structure analysis combined with energy-dispersive X-ray spectroscopy (EDX) measurements confirmed that the synthesised chiral N-triflylphosphoramides are highly acidic metal-free catalysts. Freedom! The synthesis and structure determination of various 1,1′-bi-2-naphthol (BINOL)-based N-triflylphosphoramides and their corresponding calcium salts is presented. A simple acidic treatment of the calcium salts provides the metal-free Bronsted acids (see scheme; Tf=trifluoromethanesulfonyl).

Synthesis of BINOL derived phosphorodithioic acids as new chiral Br?nsted acids and an improved synthesis of 3,3′-disubstituted H8-BINOL derivatives

Original phosphorodithioic acid diesters were prepared according to an improved synthesis of 3,3′-disubstituted H8-BINOL derivatives. In preliminary experiments, these new Br?nsted acids were tested as organocatalysts in three reactions. They promoted the Nazarov cyclisation with mixed selectivities, the Mannich reaction with good enantioselectivity and they catalyzed efficiently the alkylation of N-acyliminium with enol silyl ether.