915038-16-3

Basic information

• Product Name: R-4-oxide-2,6-bis(4-chlorophenyl)-8,9,10,11,12,13,14,15-octahydro-4-hydroxy-Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin
• Synonyms: R-4-oxide-2,6-bis(4-chlorophenyl)-8,9,10,11,12,13,14,15-octahydro-4-hydroxy-Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin;(11bR)-2,6-Bis(4-chlorophenyl)-8,9,10,11,12,13,14,15-oct ahydro-4-hydroxy-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]d ioxaphosphepin;(11bR)-2,6-Bis(4-chlorophenyl)-8,9,10,11,12,13,14,15-octahydro-4-hydroxy-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin,99%e.e.
• CAS NO: 915038-16-3
• Molecular Formula: C32H27Cl2O4P
• Molecular Weight: 577.43
• Mol File: 915038-16-3.mol
• Article Data: 6

Chemical Properties

• Melting Point: 252-254 °C
• Boiling Point: 770.9±70.0 °C(Predicted)
• Appearance: /
• Density: 1.46±0.1 g/cm3(Predicted)
• PKA: 1.12±0.20(Predicted)
• CAS DataBase Reference: R-4-oxide-2,6-bis(4-chlorophenyl)-8,9,10,11,12,13,14,15-octahydro-4-hydroxy-Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin(CAS DataBase Reference)
• NIST Chemistry Reference: R-4-oxide-2,6-bis(4-chlorophenyl)-8,9,10,11,12,13,14,15-octahydro-4-hydroxy-Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin(915038-16-3)
• EPA Substance Registry System: R-4-oxide-2,6-bis(4-chlorophenyl)-8,9,10,11,12,13,14,15-octahydro-4-hydroxy-Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin(915038-16-3)

Safety Data

• Hazardous Substances Data: 915038-16-3(Hazardous Substances Data)

Usage

General Description

R-4-oxide-2,6-bis(4-chlorophenyl)-8,9,10,11,12,13,14,15-octahydro-4-hydroxy-Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin, also known as OPV or organic photovoltaics, is a type of material that is used in the production of solar cells. This chemical compound is a p-type organic semiconductor that is capable of converting sunlight into electricity. It is known for its high efficiency and stability, making it a popular choice for use in solar panels. Additionally, OPV is cost-effective and can be easily manufactured using low-cost materials and processes, making it a promising option for renewable energy production.

Upstream product

• 915038-18-5 (R)-3,3'-bis-(4-chlorophenyl)-5,5',6,6',7,7',8,8'-octahydro-[1,1']binaphthalenyl-2,2'-diol 

Relevant articles and documents

Chiral phosphoric acid-catalyzed enantioselective three-component Povarov reaction using enecarbamates as dienophiles: Highly diastereo- and enantioselective synthesis of substituted 4-aminotetrahydroquinolines

A chiral phosphoric acid (5)-catalyzed three-component Povarov reaction of aldehydes 2, anilines 3, and enecarbamates 4 afforded cis-4-amino-2-aryl(alkyl)- 1,2,3,4-tetrahydroquinolines 1 in high yields with excellent diastereoselectivities (>95%) and almost complete enantioselectivities (up to >99% ee). The reaction was applicable to a wide range of anilines bearing electron-donating (OMe) and electron-withdrawing groups (e.g., Cl, CF 3, NO2) and allowed, for the first time, aliphatic aldehydes to be employed in the enantioselective Povarov reaction. With β-substituted acyclic enecarbamates, 2,3,4-trisubstituted 1,2,3,4-tetrahydroquinolines with three contiguous stereogenic centers were produced in excellent diastereo- and enantioselectivities (87 to >99% ee). A detailed study of the active catalytic species allowed us to reduce the catalyst loading from 10% to 0.5% with no deterioration of enantiomeric excess. In addition, mechanistic studies allowed us to conclude unequivocally that the Povarov reaction involving enecarbamate as dienophile proceeded via a stepwise mechanism. The key role of the free NH function of the enecarbamate in the success of this transformation was demonstrated. NMR experiments indicating the catalyst-substrate interaction as well as a linear correlation between catalyst and product ee's were also documented.

Chiral broensted acid-catalyzed enantioselective three-component povarovreaction

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Chiral phosphoric acid catalyzed asymmetric Friedel-Crafts alkylation of indoles with simple α,β-unsaturated aromatic ketones

Asymmetric Michael-type Friedel-Crafts (F-C) alkylations of indoles with nonchelating α,β-unsaturated aromatic ketones catalyzed by a chiral H8-BINOL-based phosphoric acid were investigated. The reactions took place smoothly in the presence of