(R)-(+)-2,2-Bis(di-p-tolylphosphino)-1,1-binaphthyl
Product Information
Molecular Formula
C48H40P2
Molecular Weight
678.78
Description
(R)-T-BINAP complexes derived from rhodium precursors are used for the asymmetric hydroformylation of vinyl acetate. It may be employed as chiral catalyst for allylation of N-tosyl α-imino esters.
Takasago Ligands and Complexes for Asymmetric Reactions
Catalyst involved in studies of the role of excess phosphine ligand in enantioselective conjugate addition of ethylmagnesium bromide and α,β-unsaturated esterReactant serving as a precursor for: • Catalysts used for reductive amination of ketones• Rh(I)-catalyst for hydrogenation of acetamidoacrylic acid derivatives• Chiral platinum catalysts for asymmetric Baeyer-Villiger oxidation of cyclic ketones• CuI-Tol-BINAP catalysts for enantioselective Michael reactions of Grignard reagents to unsaturated esters• BINAP Pt Dications for cation trapping
Takasago Ligands and Complexes for Asymmetric Reactions
Catalyst involved in studies of the role of excess phosphine ligand in enantioselective conjugate addition of ethylmagnesium bromide and α,β-unsaturated esterReactant serving as a precursor for: • Catalysts used for reductive amination of ketones• Rh(I)-catalyst for hydrogenation of acetamidoacrylic acid derivatives• Chiral platinum catalysts for asymmetric Baeyer-Villiger oxidation of cyclic ketones• CuI-Tol-BINAP catalysts for enantioselective Michael reactions of Grignard reagents to unsaturated esters• BINAP Pt Dications for cation trapping
Synonyms
(R)-Tol-BINAP
IUPAC Name
[1-[2-bis(4-methylphenyl)phosphanylnaphthalen-1-yl]naphthalen-2-yl]-bis(4-methylphenyl)phosphane
SMILES
Cc1ccc(cc1)P(c2ccc(C)cc2)c3ccc4ccccc4c3-c5c(ccc6ccccc56)P(c7ccc(C)cc7)c8ccc(C)cc8
InChI
InChI=1S/C48H40P2/c1-33-13-23-39(24-14-33)49(40-25-15-34(2)16-26-40)45-31-21-37-9-5-7-11-43(37)47(45)48-44-12-8-6-10-38(44)22-32-46(48)50(41-27-17-35(3)18-28-41)42-29-19-36(4)20-30-42/h5-32H,1-4H3
InChI Key
IOPQYDKQISFMJI-UHFFFAOYSA-N
Boiling Point
754.4 °C / 760 mmHg
Melting Point
254-258 °C
Flash Point
Not applicable
Purity
≥98%
Solubility
Insoluble in water.
Appearance
Powder or Crystals
Storage
Inert atmosphere. Room temperature.
Safety Information
Precautionary Statement
P280 - P305+P351+P338
Signal Word
Warning
Computed Properties
XLogP3
12.9
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
0
Rotatable Bond Count
7
Exact Mass
678.26052527 g/mol
Monoisotopic Mass
678.26052527 g/mol
Topological Polar Surface Area
0Ų
Heavy Atom Count
50
Formal Charge
0
Complexity
897
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-112175023-A | Preparation method of fatty alcohol acetyl chitobiose and fatty alcohol N-acetylglucosamine | 2020-10-31 |
| CN-111732552-A | Method for synthesizing 1, 3-oxazole-2-thioketone by palladium catalysis | 2020-05-20 |
| CN-113354515-A | Synthesis method of chiral trans-2-substituted cycloalkanol | 2020-03-06 |
| WO-2021123288-A1 | Process and intermediates for the preparation of upadacitinib | 2019-12-19 |
| WO-2021117767-A1 | Method for producing nitrogen-containing heteroarylcarboxamide acetic acid derivative | 2019-12-10 |
| WO-2021062035-A1 | Luminescent materials and methods thereof | 2019-09-27 |
| WO-2021051231-A1 | Photo-responsive coordination compounds with photo-controllable electron-transporting and electrical conducting properties, and fabrication of organic electronics and organic resistive memory devices with photo-switchable performance | 2019-09-16 |
| WO-2021033153-A1 | Pyrazolo[3,4-b]pyrazine shp2 phosphatase inhibitors | 2019-08-20 |
| TW-202124383-A | Pharmaceutical compounds | 2019-08-20 |
| CN-114206885-A | Pyrazolo [3,4-B ] pyrazine SHP2 phosphatase inhibitors | 2019-08-20 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 16329088 | 2006-01-01 | Solution structures and behavior of trans-RuH(eta(1)-BH(4)) (binap)(1,2-diamine) complexes | Magnetic resonance in chemistry : MRC |
| 15941254 | 2005-06-15 | Asymmetric hydrogenation of tert-alkyl ketones | Journal of the American Chemical Society |
| 14583046 | 2003-11-05 | Mechanism of asymmetric hydrogenation of ketones catalyzed by BINAP/1,2-diamine-rutheniumII complexes | Journal of the American Chemical Society |
