4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene
Product Information
Molecular Formula
C39H32OP2
Molecular Weight
578.62
Description
Ligand used in a synthesis of heterocycles by palladium-catalyzed C-N cross coupling of 3-bromothiophenes with 2-aminopyridines. Also used in a ruthenium-catalyzed alkylation of active methylene compounds with alcohols. Metal chelating ligand for catalysis.
Synonyms
(5-diphenylphosphino-9,9-dimethyl-4-xanthenyl)-diphenylphosphine; (5-diphenylphosphanyl-9,9-dimethylxanthen-4-yl)-diphenylphosphane
IUPAC Name
(5-diphenylphosphanyl-9,9-dimethylxanthen-4-yl)-diphenylphosphane
SMILES
CC1(C2=C(C(=CC=C2)P(C3=CC=CC=C3)C4=CC=CC=C4)OC5=C1C=CC=C5P(C6=CC=CC=C6)C7=CC=CC=C7)C
InChI
InChI=1S/C39H32OP2/c1-39(2)33-25-15-27-35(41(29-17-7-3-8-18-29)30-19-9-4-10-20-30)37(33)40-38-34(39)26-16-28-36(38)42(31-21-11-5-12-22-31)32-23-13-6-14-24-32/h3-28H,1-2H3
InChI Key
CXNIUSPIQKWYAI-UHFFFAOYSA-N
Boiling Point
665 °C / 760 mmHg
Melting Point
224-230 °C
Flash Point
450 °C (C.C)
Purity
97 %
Appearance
White to light yellow powder to crystal
LogP
7.63460
Safety Information
Precautionary Statement
P261, P264, P271, 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
9.7
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
6
Exact Mass
578.19283964 g/mol
Monoisotopic Mass
578.19283964 g/mol
Topological Polar Surface Area
9.2Ų
Heavy Atom Count
42
Formal Charge
0
Complexity
731
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-114085213-A | Preparation method of ARV-471 | 2022-01-20 |
| CN-114149545-A | Aqueous epoxy resin emulsion, its preparation method and application | 2021-12-31 |
| CN-114163465-A | Synthesis method of alkenyl borate compound | 2021-12-24 |
| CN-114181077-A | Method for synthesizing tranexamic acid | 2021-12-20 |
| CN-114014850-A | Prudelamine intermediate, synthesis method thereof and method for synthesizing prasulamine from intermediate | 2021-12-17 |
| CN-114011474-A | Olefin hydroformylation reaction method and catalytic system thereof | 2021-12-10 |
| CN-113999210-A | Group of 2-phenylamino-4-triazolyl pyrimidine derivatives and application thereof | 2021-12-03 |
| CN-114105922-A | Synthesis method of hydroxypropyl tetrahydropyrane triol | 2021-12-03 |
| CN-114105958-A | Hydroximic acid-containing 2-phenylamino pyrimidine derivatives and application thereof | 2021-12-03 |
| CN-114105890-A | 3-cyanophenyl-6, 7-dimethoxy-quinazoline and preparation method and application thereof | 2021-11-30 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 22905711 | 2012-09-07 | Room temperature, palladium-mediated P-arylation of secondary phosphine oxides | Organic letters |
| 22864631 | 2012-08-28 | Hydrogenolysis of β-O-4 lignin model dimers by a ruthenium-xantphos catalyst | Dalton transactions (Cambridge, England : 2003) |
| 22524250 | 2012-05-10 | Imidazolopiperazines: lead optimization of the second-generation antimalarial agents | Journal of medicinal chemistry |
| 22462662 | 2012-04-18 | Intramolecular oxycyanation of alkenes by cooperative Pd/BPh3 catalysis | Journal of the American Chemical Society |
| 22407928 | 2012-04-16 | Synthesis of hindered anilines: copper-catalyzed electrophilic amination of aryl boronic esters | Angewandte Chemie (International ed. in English) |
| 22589910 | 2012-04-01 | 4,6-Bis(diphenyl-phosphan-yl)-2,8-di-methyl-phenoxathiin dichloro-methane monosolvate | Acta crystallographica. Section E, Structure reports online |
| 22266830 | 2012-02-20 | An efficient mixed-ligand Pd catalytic system to promote C-N coupling for the synthesis of N-arylaminotriazole nucleosides | Chemistry (Weinheim an der Bergstrasse, Germany) |
| 22238020 | 2012-02-13 | Constrained digold(I) diaryls: syntheses, crystal structures, and photophysics | Chemistry (Weinheim an der Bergstrasse, Germany) |
| 22111927 | 2011-12-22 | Structure-guided evolution of potent and selective CHK1 inhibitors through scaffold morphing | Journal of medicinal chemistry |
| 22091952 | 2011-12-16 | Synthesis of rhodamines from fluoresceins using Pd-catalyzed C-N cross-coupling | Organic letters |
