(2-Biphenyl)di-tert-butylphosphine
Product Information
Molecular Formula
C20H27P
Molecular Weight
298.40
Description
JohnPhos, a bulky phosphine ligand, was employed as catalyst in the following studies: Hydrophenoxylation of unactivated internal alkynes; Microwave-mediated Suzuki-Miyaura cross-coupling of benzylic bromides; Pharmaceutical synthesis of novel imidazo[1,2-a]pyridines, having potent activity against the herpes virus.; Barluenga's coupling of vinyl bromides with hydrazines; Pd-catalyzed 2,3-diarylation of α,α-disubstituted-3-thiophenemethanols, via cleavage of C-H and C-C bonds. Ligand utilized in amination of aryl halides and aryl triflates.Catalyst for: Decarboxylative cross-coupling of dialkoxybenzoic acids with diaryl disulfides or diaryl diselenides; Stereoselective preparation of imidazolidinones via intramolecular hydroamination of N-allylic-N-arylureas; Regioselective arylation of olefins with aryl chlorides; Cross-coupling reaction for the synthesis of polyunsaturated macrolactones; Regioselective O-alkylation reactions; Sonogashira-type cross coupling.
Synonyms
ditert-butyl-(2-phenylphenyl)phosphine; ditert-butyl-(2-phenylphenyl)phosphane
IUPAC Name
ditert-butyl-(2-phenylphenyl)phosphane
SMILES
CC(C)(C)P(C1=CC=CC=C1C2=CC=CC=C2)C(C)(C)C
InChI
InChI=1S/C20H27P/c1-19(2,3)21(20(4,5)6)18-15-11-10-14-17(18)16-12-8-7-9-13-16/h7-15H,1-6H3
InChI Key
CNXMDTWQWLGCPE-UHFFFAOYSA-N
Boiling Point
405.5 °C at 760 mmHg
Melting Point
86-88 °C (lit.)
Flash Point
Not applicable
Purity
97 %
Density
1 g/cm3
LogP
6.05780
Safety Information
Hazards
H413
Precautionary Statement
P261, P264, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501
Signal Word
Warning
Computed Properties
XLogP3
5.1
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
0
Rotatable Bond Count
4
Exact Mass
298.185037859 g/mol
Monoisotopic Mass
298.185037859 g/mol
Topological Polar Surface Area
0Ų
Heavy Atom Count
21
Formal Charge
0
Complexity
300
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-114149545-A | Aqueous epoxy resin emulsion, its preparation method and application | 2021-12-31 |
| CN-114031643-A | 5/6/6-fused tetracyclic metal platinum (II) complex phosphorescent material based on quinoline unit structure and application | 2021-11-09 |
| CN-113773294-A | Preparation method and application of flavone and isoflavone compounds | 2021-09-18 |
| CN-113816925-A | A trematopsin 3 "-tert-butyl-4 '- (2-hydroxyethoxy) -4" -pyrrolidin-1-yl [1, 1'; process for preparing 3 ', 1' ] -terphenyl-4-carboxylic acid | 2021-09-18 |
| CN-113548968-A | Method for synthesizing (Z) -olefin by nickel-catalyzed iron-mediated alkyne fluoroalkyl and product | 2021-07-21 |
| CN-113480416-A | Preparation method of aryl ketone | 2021-07-12 |
| CN-113292532-A | Polysubstituted naphthoquinone derivative and preparation method and application thereof | 2021-06-25 |
| CN-113087707-A | 6/6/6-fused tetracyclic cyclometalated platinum (II) complex phosphorescent material based on aza-pyrazole-carbazole and application thereof | 2021-04-09 |
| CN-112876368-A | Diphenylamine organic neutral radical electroluminescent material and preparation and application thereof | 2021-02-19 |
| CN-112939874-A | Preparation method of etravirine intermediate | 2021-02-03 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 19655743 | 2009-09-02 | Influence of biaryl phosphine structure on C-N and C-C bond formation | Journal of the American Chemical Society |
| 19128194 | 2009-01-15 | FeCl3-catalyzed 1,2-addition reactions of aryl aldehydes with arylboronic acids | Organic letters |
| 17999525 | 2007-12-07 | Addition of alkynes to aldehydes and activated ketones catalyzed by rhodium-phosphine complexes | The Journal of organic chemistry |
| 17031062 | 2006-10-01 | Synthesis of gerfelin and related analogous compounds | Bioscience, biotechnology, and biochemistry |
| 16381569 | 2006-01-05 | Rhodium-catalyzed addition of alkynes to activated ketones and aldehydes | Organic letters |
| 14759180 | 2004-02-11 | Stereoselective palladium-catalyzed O-glycosylation using glycals | Journal of the American Chemical Society |
| 14518981 | 2003-10-08 | Synthesis of substituted oxindoles from alpha-chloroacetanilides via palladium-catalyzed C[bond]H functionalization | Journal of the American Chemical Society |
| 12443100 | 2002-11-28 | A mild and efficient method for the stereoselective formation of C-O bonds: palladium-catalyzed allylic etherification using zinc(II) alkoxides | Organic letters |
| 11681960 | 2001-11-02 | Improved synthesis of aryltriethoxysilanes via palladium(0)-catalyzed silylation of aryl iodides and bromides with triethoxysilane | The Journal of organic chemistry |
