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4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene (Xantphos) is a highly effective bidentate phosphine ligand widely used in transition metal-catalyzed cross-coupling reactions, such as palladium-catalyzed allyl cross-couplings and cobalt-catalyzed allylic C(sp3)-H carboxylations. Its rigid xanthene backbone and hemilabile properties enhance catalytic reactivity and selectivity, enabling high yields and functional group tolerance in diverse transformations, including CO? incorporation and aryl-allyl bond formations. Xantphos is particularly valued for stabilizing low-valent metal intermediates, making it a versatile ligand in synthetic organic chemistry.

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  • 161265-03-8 Structure
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    1. Product Name: Xantphos [MI]
    2. Synonyms: XANT PHOS;4,5-BIS-DIPHENYLPHOSPHANYL-9,9-DIMETHYL-9H-XANTHENE;4,5-BIS(DIPHENYLPHOSPHINO)-9,9-DIMETHYLXANTHENE;9,9-DIMETHYL-4,5-BIS(DIPHENYLPHOSPHINO)XANTHENE;(9,9-DIMETHYL-9H-XANTHENE-4,5-DIYL)BIS[DIPHENYL PHOSPHINE];Dimethylbisdiphenylphosphinoxanthene;9,9-Dimethyl-4,5-bis(diphenylphosphino)xanthene, XANTPHOS;4,5-BIS(DIPHENYLPHOSPHINO)-9,9-DIMETHYLX
    3. CAS NO:161265-03-8
    4. Molecular Formula: C39H32OP2
    5. Molecular Weight: 578.62
    6. EINECS: 1308068-626-2
    7. Product Categories: Phosphines;Amino Acid Derivatives;Phosphine Ligands;Synthetic Organic Chemistry;organophosphine ligand;Achiral Phosphine;Aryl Phosphine
    8. Mol File: 161265-03-8.mol
  • Chemical Properties

    1. Melting Point: 224-228 °C(lit.)
    2. Boiling Point: 665.7 °C at 760 mmHg
    3. Flash Point: 450℃
    4. Appearance: White to light yellow/Crystals
    5. Density: N/A
    6. Vapor Pressure: 7.61E-17mmHg at 25°C
    7. Refractive Index: N/A
    8. Storage Temp.: Room temperature.
    9. Solubility: Soluble in organic solvents.
    10. CAS DataBase Reference: Xantphos [MI](CAS DataBase Reference)
    11. NIST Chemistry Reference: Xantphos [MI](161265-03-8)
    12. EPA Substance Registry System: Xantphos [MI](161265-03-8)
  • Safety Data

    1. Hazard Codes: Xn
    2. Statements: 37-20/22
    3. Safety Statements: 37/39-26
    4. WGK Germany: 3
    5. RTECS:
    6. TSCA: No
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 161265-03-8(Hazardous Substances Data)

161265-03-8 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 161265-03-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,6,1,2,6 and 5 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 161265-03:
(8*1)+(7*6)+(6*1)+(5*2)+(4*6)+(3*5)+(2*0)+(1*3)=108
108 % 10 = 8
So 161265-03-8 is a valid CAS Registry Number.
InChI:InChI=1/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

161265-03-8 Well-known Company Product Price

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  • TCI America

  • (B2709)  4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene  >98.0%(HPLC)

  • 161265-03-8

  • 1g

  • 170.00CNY

  • Detail
  • TCI America

  • (B2709)  4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene  >98.0%(HPLC)

  • 161265-03-8

  • 5g

  • 530.00CNY

  • Detail
  • Alfa Aesar

  • (H26241)  4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene, 97%   

  • 161265-03-8

  • 1g

  • 515.0CNY

  • Detail
  • Alfa Aesar

  • (H26241)  4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene, 97%   

  • 161265-03-8

  • 5g

  • 1631.0CNY

  • Detail
  • Alfa Aesar

  • (H26241)  4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene, 97%   

  • 161265-03-8

  • 25g

  • 5715.0CNY

  • Detail
  • Aldrich

  • (526460)  Xantphos  97%

  • 161265-03-8

  • 526460-1G

  • 490.23CNY

  • Detail
  • Aldrich

  • (526460)  Xantphos  97%

  • 161265-03-8

  • 526460-5G

  • 1,700.01CNY

  • Detail
  • Aldrich

  • (526460)  Xantphos  97%

  • 161265-03-8

  • 526460-25G

  • 6,120.04CNY

  • Detail

161265-03-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name Dimethylbisdiphenylphosphinoxanthene

1.2 Other means of identification

Product number -
Other names (5-diphenylphosphanyl-9,9-dimethylxanthen-4-yl)-diphenylphosphane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:161265-03-8 SDS

161265-03-8Synthetic route

9,9-dimethyl-4,6-bis(diphenyloxyphosphino)xanthene

9,9-dimethyl-4,6-bis(diphenyloxyphosphino)xanthene

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

Conditions
ConditionsYield
With tributylphosphine; iodine In tetrahydrofuran; acetonitrile at 20℃; for 0.166667h; Inert atmosphere;95%
acetone
67-64-1

acetone

bis[2-(diphenylphosphino)phenyl] ether
166330-10-5

bis[2-(diphenylphosphino)phenyl] ether

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In toluene at 200℃; for 16h; Temperature; Inert atmosphere;95%
1,1'-(9,9-dimethyl-9H-xanthene-4,5-diyl)bis-1,1-diphenylphosphine oxide
808142-24-7

1,1'-(9,9-dimethyl-9H-xanthene-4,5-diyl)bis-1,1-diphenylphosphine oxide

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

Conditions
ConditionsYield
With bis(2-chlorophenyl)borinic acid; phenylsilane In toluene at 80℃; for 18h; Inert atmosphere;89%
With 1,3-diphenyl-disiloxane In toluene at 110℃; Sealed tube; chemoselective reaction;79%
9,9-dimethylxanthene
19814-75-6

9,9-dimethylxanthene

chloro-diphenylphosphine
1079-66-9

chloro-diphenylphosphine

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

Conditions
ConditionsYield
Stage #1: 9,9-dimethylxanthene With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium In tert-butyl methyl ether; cyclohexane at 6 - 10℃;
Stage #2: In cyclohexane; water at 20℃; for 14h;
Stage #3: chloro-diphenylphosphine In cyclohexane; water at 10 - 20℃; for 5.16667h;
88%
Stage #1: 9,9-dimethylxanthene With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In hexane at -78 - 25℃; for 17h;
Stage #2: chloro-diphenylphosphine In hexane at 25℃; for 16h; Cooling with ice;
84%
Stage #1: 9,9-dimethylxanthene With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium In tert-butyl methyl ether; cyclohexane at 10 - 20℃; for 16h;
Stage #2: chloro-diphenylphosphine In cyclohexane; water at 20℃; for 5.75h;
77%
9,9-dimethylxanthene
19814-75-6

9,9-dimethylxanthene

diphenylphosphonium chloride

diphenylphosphonium chloride

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

Conditions
ConditionsYield
Stage #1: 9,9-dimethylxanthene With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In hexane at -78 - 25℃; for 17h;
Stage #2: diphenylphosphonium chloride In hexane at 25℃; for 16h; Cooling with ice;
84%
9,9-dimethylxanthene
19814-75-6

9,9-dimethylxanthene

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

Conditions
ConditionsYield
Stage #1: 9,9-dimethylxanthene With bis 1,2-(dimethylamino)ethylene; sec.-butyllithium In tert-butyl methyl ether at 10 - 20℃; for 16h;
Stage #2: With chloro-diphenylphosphine at 20℃; for 6.25h;
4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

1,1'-(9,9-dimethyl-9H-xanthene-4,5-diyl)bis-1,1-diphenylphosphine oxide
808142-24-7

1,1'-(9,9-dimethyl-9H-xanthene-4,5-diyl)bis-1,1-diphenylphosphine oxide

Conditions
ConditionsYield
With dihydrogen peroxide In dichloromethane at 0℃; for 2h;100%
With dihydrogen peroxide In dichloromethane; water at 0℃; for 4h;99%
With dihydrogen peroxide In 1,4-dioxane; water for 2h;95%
dichlorotetrakis(triphenylphosphine)ruthenium(II)
15555-77-8, 86470-43-1

dichlorotetrakis(triphenylphosphine)ruthenium(II)

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

RuCl2(PPh3)(Xantphos)
1579977-69-7

RuCl2(PPh3)(Xantphos)

Conditions
ConditionsYield
In (2)H8-toluene for 3h; Inert atmosphere; Schlenk technique; Reflux;100%
In (2)H8-toluene for 5h; Inert atmosphere; Schlenk technique; Reflux;100%
iron(dichloride)*1.5(tetrahydrofuran)

iron(dichloride)*1.5(tetrahydrofuran)

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

FeCl2(Xantphos)

FeCl2(Xantphos)

Conditions
ConditionsYield
In toluene at 60℃; for 4h;100%
copper diacetate
142-71-2

copper diacetate

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

C43H38CuO5P2

C43H38CuO5P2

Conditions
ConditionsYield
In tetrahydrofuran100%
4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

Cu(OAc)(Xantphos)

Cu(OAc)(Xantphos)

Conditions
ConditionsYield
In tetrahydrofuran100%
In tetrahydrofuran at 20℃; for 4h; Schlenk technique; Inert atmosphere; Glovebox;74%
tetrakis(acetonitrile)copper(I)tetrafluoroborate

tetrakis(acetonitrile)copper(I)tetrafluoroborate

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

[Cu(NCMe)2(Xantphos)]BF4

[Cu(NCMe)2(Xantphos)]BF4

Conditions
ConditionsYield
In dichloromethane for 2h;100%
copper(l) iodide
7681-65-4

copper(l) iodide

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

Cu[9,9-dimethyl-4,5-bis(diphenylphosphine)xanthene]I
1218788-80-7

Cu[9,9-dimethyl-4,5-bis(diphenylphosphine)xanthene]I

Conditions
ConditionsYield
In acetonitrile99%
In CH2Cl299%
In acetonitrile at 50℃; for 2h;99%
tetrakis(acetonitrile)copper(I)tetrafluoroborate

tetrakis(acetonitrile)copper(I)tetrafluoroborate

2.9-dimethyl-1,10-phenanthroline
484-11-7

2.9-dimethyl-1,10-phenanthroline

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

[Cu(2,9-dimethyl-1,10-phenanthroline)(4,5-bis(diphenylphosphino)-9,9-dimethylxanthene)](BF4)
1251536-86-3

[Cu(2,9-dimethyl-1,10-phenanthroline)(4,5-bis(diphenylphosphino)-9,9-dimethylxanthene)](BF4)

Conditions
ConditionsYield
Stage #1: tetrakis(acetonitrile)copper(I)tetrafluoroborate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In dichloromethane at 20℃; for 1h;
Stage #2: 2.9-dimethyl-1,10-phenanthroline In dichloromethane for 1h;
99%
In dichloromethane Cu complex added to a soln. of (CH3)2C13H6O(P(C6H5)2)2, C12H6N2(CH3)2 added; pptd. with Et2O, filtered, dried (vac.);70%
Stage #1: tetrakis(acetonitrile)copper(I)tetrafluoroborate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In dichloromethane at 20℃; for 1h;
Stage #2: 2.9-dimethyl-1,10-phenanthroline In dichloromethane at 20℃; for 1h;
46%
C24H26N2O6Pd2S2

C24H26N2O6Pd2S2

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

C51H45NO4P2PdS

C51H45NO4P2PdS

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 1.5h; Inert atmosphere;99%
tetrakis(actonitrile)copper(I) hexafluorophosphate
64443-05-6

tetrakis(actonitrile)copper(I) hexafluorophosphate

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

[Cu(4,5-bis(diphenylphosphino)-9,9-dimethylxanthene)(CH3CN)2]PF6

[Cu(4,5-bis(diphenylphosphino)-9,9-dimethylxanthene)(CH3CN)2]PF6

Conditions
ConditionsYield
In dichloromethane at 20℃; for 1h;99%
Inert atmosphere; Schlenk technique;
In dichloromethane at 20℃; for 0.25h; Darkness;
tetrakis(acetonitrile)copper(I)tetrafluoroborate

tetrakis(acetonitrile)copper(I)tetrafluoroborate

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

4,4'-di-tert-butyl-2,2'-bipyridine
72914-19-3

4,4'-di-tert-butyl-2,2'-bipyridine

C57H56CuN2OP2(1+)*BF4(1-)

C57H56CuN2OP2(1+)*BF4(1-)

Conditions
ConditionsYield
Stage #1: tetrakis(acetonitrile)copper(I)tetrafluoroborate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In dichloromethane at 20℃; for 1h;
Stage #2: 4,4'-di-tert-butyl-2,2'-bipyridine In dichloromethane at 20℃; for 1h;
99%
tetrakis(acetonitrile)copper(I)tetrafluoroborate

tetrakis(acetonitrile)copper(I)tetrafluoroborate

4,4'-Dimethoxy-2,2'-bipyridin
17217-57-1

4,4'-Dimethoxy-2,2'-bipyridin

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

C51H44CuN2O3P2(1+)*BF4(1-)

C51H44CuN2O3P2(1+)*BF4(1-)

Conditions
ConditionsYield
Stage #1: tetrakis(acetonitrile)copper(I)tetrafluoroborate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In dichloromethane at 20℃; for 1h;
Stage #2: 4,4'-Dimethoxy-2,2'-bipyridin In dichloromethane at 20℃; for 1h;
99%
dichloro bis(acetonitrile) palladium(II)
21264-30-2, 90243-59-7, 14592-56-4

dichloro bis(acetonitrile) palladium(II)

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

dichloro[9,9-dimethyl-4,5- bis(diphenylphosphino)xanthene]palladium (II)
205319-10-4

dichloro[9,9-dimethyl-4,5- bis(diphenylphosphino)xanthene]palladium (II)

Conditions
ConditionsYield
In benzene at 110℃; for 48h; Schlenk technique; Reflux; Inert atmosphere;98%
In benzene at 110℃; for 48h; Inert atmosphere; Schlenk technique;98%
In benzene at 110℃; for 48h; Schlenk technique; Inert atmosphere;
tetrakis(actonitrile)copper(I) hexafluorophosphate
64443-05-6

tetrakis(actonitrile)copper(I) hexafluorophosphate

4,4'-bis(4-chlorophenyl)-6,6'-dimethyl-2,2'-bipyridine
517919-24-3

4,4'-bis(4-chlorophenyl)-6,6'-dimethyl-2,2'-bipyridine

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

C63H50Cl2CuN2OP2(1+)*F6P(1-)

C63H50Cl2CuN2OP2(1+)*F6P(1-)

Conditions
ConditionsYield
In dichloromethane at 20℃; for 1.5h;98%
tetrakis(actonitrile)copper(I) hexafluorophosphate
64443-05-6

tetrakis(actonitrile)copper(I) hexafluorophosphate

4,4’-di(4-bromophenyl)-6,6’-dimethyl-2,2’-bipyridine
1427205-00-2

4,4’-di(4-bromophenyl)-6,6’-dimethyl-2,2’-bipyridine

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

C63H50Br2CuN2OP2(1+)*F6P(1-)

C63H50Br2CuN2OP2(1+)*F6P(1-)

Conditions
ConditionsYield
In dichloromethane at 20℃; for 1.5h;98%
tetrakis(actonitrile)copper(I) hexafluorophosphate
64443-05-6

tetrakis(actonitrile)copper(I) hexafluorophosphate

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

6-phenyloxy-2,2'-bipyridine

6-phenyloxy-2,2'-bipyridine

C55H44CuN2O2P2(1+)*F6P(1-)

C55H44CuN2O2P2(1+)*F6P(1-)

Conditions
ConditionsYield
Stage #1: tetrakis(actonitrile)copper(I) hexafluorophosphate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In dichloromethane at 20℃; for 0.5h;
Stage #2: 6-phenyloxy-2,2'-bipyridine In dichloromethane at 20℃; for 1h;
98%
tris(dibenzylideneacetone)dipalladium(0) chloroform complex
52522-40-4

tris(dibenzylideneacetone)dipalladium(0) chloroform complex

4-methyl-benzoyl chloride
874-60-2

4-methyl-benzoyl chloride

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

(Xantphos)Pd(CO(C6H4CH3))(Cl)

(Xantphos)Pd(CO(C6H4CH3))(Cl)

Conditions
ConditionsYield
In benzene at 20℃; for 18h; Glovebox; Inert atmosphere;98%
tetrakis(actonitrile)copper(I) hexafluorophosphate
64443-05-6

tetrakis(actonitrile)copper(I) hexafluorophosphate

C20H20N2

C20H20N2

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

C59H52CuN2OP2(1+)*F6P(1-)

C59H52CuN2OP2(1+)*F6P(1-)

Conditions
ConditionsYield
Stage #1: C20H20N2; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In dichloromethane at 20℃; for 0.5h;
Stage #2: tetrakis(actonitrile)copper(I) hexafluorophosphate In dichloromethane at 20℃; for 1h;
98%
dichlorotetrakis(dimethylsulfoxide)ruthenium(II)

dichlorotetrakis(dimethylsulfoxide)ruthenium(II)

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

Ru(P,O,P-xantphos)(S-dmso)Cl2
1313371-86-6

Ru(P,O,P-xantphos)(S-dmso)Cl2

Conditions
ConditionsYield
In dichloromethane mixt. of Ru complex and xantphos (1 equiv.) in CH2Cl2 refluxed; evapn. under vac., washed with Et2O, recrystn. from CH2Cl2; elem. anal.;97.8%
dichloro( 1,5-cyclooctadiene)platinum(ll)
12080-32-9

dichloro( 1,5-cyclooctadiene)platinum(ll)

dichloromethane
75-09-2

dichloromethane

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

Pt(xantphos)Cl2*(dichloromethane)

Pt(xantphos)Cl2*(dichloromethane)

Conditions
ConditionsYield
In chloroform Pt complex and ligand dissolved in CHCl3, stirred at room temp. for 1.5 h; evapd. (vac.), washed (hexane/CH2Cl2), dried; elem. anal.;97%
di(rhodium)tetracarbonyl dichloride

di(rhodium)tetracarbonyl dichloride

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

[Rh(CO)(4,5-bis(diphenylphosphino)-9,9'-dimethylxanthene)Cl]
1241951-62-1

[Rh(CO)(4,5-bis(diphenylphosphino)-9,9'-dimethylxanthene)Cl]

Conditions
ConditionsYield
In ethanol using Schlenk techniques; addn. of xantphos to stirred soln. of (RhCl(CO)2)2 in EtOH, pptn., stirring for 10 min; collection on a sinter, washing with ice-cold EtOH and Et2O;97%
tetrakis(actonitrile)copper(I) hexafluorophosphate
64443-05-6

tetrakis(actonitrile)copper(I) hexafluorophosphate

2,3,5,6-tetrakis(2-pyridyl)pyrazine
25005-97-4

2,3,5,6-tetrakis(2-pyridyl)pyrazine

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

[Cu2(2,3,5,6-tetra(pyridin-2-yl)pyrazine)(4,5-bis(diphenylphosphino)-9,9-dimethylxanthene)2][PF6]2

[Cu2(2,3,5,6-tetra(pyridin-2-yl)pyrazine)(4,5-bis(diphenylphosphino)-9,9-dimethylxanthene)2][PF6]2

Conditions
ConditionsYield
Stage #1: tetrakis(actonitrile)copper(I) hexafluorophosphate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In dichloromethane for 2h;
Stage #2: 2,3,5,6-tetrakis(2-pyridyl)pyrazine In dichloromethane for 2h;
97%
tetrakis(actonitrile)copper(I) hexafluorophosphate
64443-05-6

tetrakis(actonitrile)copper(I) hexafluorophosphate

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

6-eethoxy-2,2'-bipyridine
54015-97-3

6-eethoxy-2,2'-bipyridine

C51H44CuN2O2P2(1+)*F6P(1-)

C51H44CuN2O2P2(1+)*F6P(1-)

Conditions
ConditionsYield
Stage #1: tetrakis(actonitrile)copper(I) hexafluorophosphate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In dichloromethane at 20℃; for 0.5h;
Stage #2: 6-eethoxy-2,2'-bipyridine In dichloromethane at 20℃; for 1h;
97%
bis[(trimethylsilyl)methyl](1,5-cyclooctadiene)palladium(II)
225931-80-6

bis[(trimethylsilyl)methyl](1,5-cyclooctadiene)palladium(II)

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

C47H54OP2PdSi2

C47H54OP2PdSi2

Conditions
ConditionsYield
In tetrahydrofuran for 0.0833333h; Solvent; Temperature; Milling;97%
tris-(dibenzylideneacetone)dipalladium(0)
52409-22-0, 51364-51-3

tris-(dibenzylideneacetone)dipalladium(0)

ethyl 4-bromo-1-ethyl-5-nitro-1H-pyrrole-2-carboxylate

ethyl 4-bromo-1-ethyl-5-nitro-1H-pyrrole-2-carboxylate

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

C48H43BrN2O5P2Pd

C48H43BrN2O5P2Pd

Conditions
ConditionsYield
In benzene-d6 at 20℃; for 24h;96%
6-(naphthalen-2-yl)-2,2′-bipyridine

6-(naphthalen-2-yl)-2,2′-bipyridine

tetrakis(actonitrile)copper(I) hexafluorophosphate
64443-05-6

tetrakis(actonitrile)copper(I) hexafluorophosphate

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

[Cu(2-Naphbpy)(xantphos)][PF6]

[Cu(2-Naphbpy)(xantphos)][PF6]

Conditions
ConditionsYield
In dichloromethane at 20℃; for 2h;96%
tetrakis(actonitrile)copper(I) hexafluorophosphate
64443-05-6

tetrakis(actonitrile)copper(I) hexafluorophosphate

6,6'-Dibromo-2,2'-bipyridine
49669-22-9

6,6'-Dibromo-2,2'-bipyridine

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

[Cu(xantphos)(6,6′-dibromo-2,2′-bipyridine)][PF6]

[Cu(xantphos)(6,6′-dibromo-2,2′-bipyridine)][PF6]

Conditions
ConditionsYield
In dichloromethane for 2h;96%
N,N'-ethylenethiourea
96-45-7

N,N'-ethylenethiourea

copper(l) iodide
7681-65-4

copper(l) iodide

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

iodo(4,5-bis(diphenylphosphano)-9,9-dimethylxanthene)(imidazolidine-2-thione)copper(I)
905816-32-2

iodo(4,5-bis(diphenylphosphano)-9,9-dimethylxanthene)(imidazolidine-2-thione)copper(I)

Conditions
ConditionsYield
In acetonitrile diphosphine added to suspn. of CuI in dry MeCN; stirred at 50°C for 2 h; soln. of thione in small amt. of MeOH added; heated under refluxfor 2 h; soln. filtered; left to evapd. at ambient temp. for several d; filtered;solid dried in vac.; elem. anal.;95%
tris(triphenylphosphine)ruthenium(II) chloride
15529-49-4, 41756-81-4

tris(triphenylphosphine)ruthenium(II) chloride

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene
161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

RuCl2(xantphos)PPh3

RuCl2(xantphos)PPh3

Conditions
ConditionsYield
In chloroform for 3h; Inert atmosphere; Reflux;95%

161265-03-8Relevant articles and documents

Xanthene-based phosphine oxide host with the planar multi-insulating structure for efficient electrophosphorescence

Han, Chunmiao,Xie, Guohua,Xu, Hui,Zhang, Zhensong,Yan, Pengfei,Zhao, Yi,Liu, Shiyong

, p. 561 - 569 (2012)

A phosphine oxide (PO) host containing planar xanthene (XantPO) was chosen to investigate the influence of the structure of chromophores on the properties of the host. Owing to the multi-insulating linkages, the planar structure of XantPO also realizes high first triplet excited level (T1) of 2.92 eV, and supports excellent morphological and thermal stability with the high temperature of glass transition (Tg, 135°C) and temperature of decomposition (Td, 369°C). On the basis of theoretical simulation and electrochemical analysis and bright and efficient green and blue phosphorescent organic light-emitting diodes (PHOLEDs) of XantPO, it indicated that the configuration of chromophores in hosts can remarkably influence the device performance even if their optical properties were very approximate.

Bidentate Phosphines of Heteroarenes: 9,9-Dimethyl-4,5-bis(diphenylphosphino)xanthene

Hillebrand, Stefan,Bruckmann, Joachim,Krueger, Carl,Haenel, Matthias W.

, p. 75 - 78 (1995)

Twofold lithiation of 9,9-dimethylxanthene with n-butyllithium and N,N,N',N'-tetramethylethylenediamine (TMEDA) in boiling n-heptane followed by reaction with chlorodiphenylphosphine (Ph2PCl) yielded the title compound 4.The phosphine ligand was characterised by 1H NMR, 13C NMR, 31P NMR spectroscopy and single crystal X-ray structure analysis.The folded and deformed xanthene unit causes a remarkably short P...P distance of 4.1 Angstroem which in turn results in a large coupling 6JPP' = 27.3 Hz.

A new series of tetrahedral Co(II) complexes [CoLX2] (X = NCS, Cl, Br, I) manifesting single-ion magnet features

Mondal, Amit Kumar,Sundararajan, Mahesh,Konar, Sanjit

, p. 3745 - 3754 (2018)

A series of tetrahedral CoII complexes [CoLX2] (X = NCS (1), Cl (2), Br (3) and I (4); L = 9,9-dimethyl-4,5-bis(diphenylphosphino) xanthene) based on a P-donor ligand has been prepared to investigate the influence of terminal ligand field strength on the anisotropy of CoII single-ion magnets. It has been observed that heavier and softer terminal ligands are able to decrease the anisotropy of the tetrahedral CoII centers. Thorough analyses of experimental and theoretical studies show that all complexes have an easy-axis type magnetic anisotropy and slow relaxation behaviors of tetrahedral CoII centers. Detailed ab initio theory studies disclose that the changes in the ligand field strength imposed by the terminal ligands result in modifying the single ion anisotropy (D) of polyhedra 1-4. Furthermore, the isostructural ZnII analogue (5) has been prepared to examine the influence of dipolar interactions between adjacent CoII centres and magnetic dilution experiments were performed.

The Tail Wags the Dog: The Far Periphery of the Coordination Environment Manipulates the Photophysical Properties of Heteroleptic Cu(I) Complexes

Grachova, Elena,Gurzhiy, Vladislav,Koshevoy, Igor,Levin, Oleg,Luginin, Maksim,Melnikov, Alexey,Paderina, Aleksandra,Petrovskii, Stanislav,Sizov, Vladimir,Slavova, Sofia

, (2022/04/19)

In this work we show, using the example of a series of [Cu(Xantphos)(N?N)]+ complexes (N?N being substituted 5-phenyl-bipyridine) with different peripheral N?N ligands, that substituents distant from the main action zone can have a significant effect on the physicochemical properties of the system. By using the C≡C bond on the periphery of the coordination environment, three hybrid molecular systems with ?Si(CH3)3, ?Au(PR3), and ?C2HN3 (CH2)C10H7 fragments were produced. The Cu(I) complexes thus obtained demonstrate complicated emission behaviour, which was investigated by spectroscopic, electrochemical, and computational methods in order to understand the mechanism of energy transfer. It was found that the ?Si(CH3)3 fragment connected to the peripheral C≡C bond changes luminescence to long-lived intra-ligand phosphorescence, in contrast to MLCT phosphorescence or TADF. The obtained results can be used for the design of new materials based on Cu(I) complexes with controlled optoelectronic properties on the molecular level, as well as for the production of hybrid systems.

Novel phosphine oxide bidentate neutral manganese complex as well as preparation method and application thereof

-

Paragraph 0032-0040, (2021/04/26)

The invention provides a novel phosphine oxide bidentate neutral manganese complex as well as a preparation method and application thereof. A light-emitting manganese complex is formed through the action of a bidentate phosphine oxide bond and manganese metal, and the ligand can change two benzene rings on P into cyclohexyl to form another novel structure; the structures can be used for carrying out optical regulation and control on the metal manganese complex by adjusting a ligand field and a ligand proportion; because the metal manganese has the advantages of low price, low cost, simple synthesis and the like, the neutral manganese complex has wide application and can be applied to the fields of anti-counterfeiting printing, illumination display and the like.

Synthesis method of 4,5-diphenylphosphine-9,9-dimethyl xanthene

-

Paragraph 0005; 0008-0009, (2019/07/10)

The invention discloses a synthesis method of 4,5-diphenylphosphine-9,9-dimethyl xanthene, and belongs to the field of organic synthesis. Under the high-temperature strong acid conditions, in a methylbenzene solvent, bis(2-diphenylphosphine phenyl)ether reacts with acetone, and the 4,5-diphenylphosphine-9,9-dimethyl xanthene compound is synthesized. The method includes a few reaction steps and issimple in operation, high in yield and suitable for industrial production.

Early transition metal compound and preparation method thereof and intermediate and application in olefin polymerization

-

Paragraph 0293-0297, (2019/11/13)

The invention relates to the field of catalysts for olefin polymerization, in particular to an early transition metal compound and a preparation method thereof and an intermediate and application in olefin polymerization. The early transition metal compound is the compound shown in a formula (1) (please see the specification for the formula). By adopting the early transition metal compound or crystal catalytic olefin, catalytic activity is high, and the catalytic activity under wide polymerization conditions is excellent, and a catalyst is low in cost and is conducive to industrial production.

Heteronuclear bimetallic complexes, preparation method thereof and application of complexes in preparation of bimodal-distribution olefin polymers

-

Paragraph 0363-0368, (2019/11/13)

The invention relates to the field of catalysts for olefin polymerization, in particular to heteronuclear bimetallic complexes, a preparation method thereof and application of the complexes in preparation of bimodal-distribution olefin polymers. The heteronuclear bimetallic complexes are complexes shown in a formula (1). The heteronuclear bimetallic complexes exhibit high catalytic activity in catalysis of olefin polymerization, and can be used as a main catalyst for polymerization, and when the heteronuclear bimetallic complexes are used as a main catalyst, only one catalyst system is used for preparing the olefin polymers with distinct bimodal distribution in a singular reactor.

Metal-Free Reduction of Phosphine Oxides, Sulfoxides, and N-Oxides with Hydrosilanes using a Borinic Acid Precatalyst

Chardon, Aurélien,Maubert, Orianne,Rouden, Jacques,Blanchet, Jér?me

, p. 4460 - 4464 (2017/11/22)

The general reduction of phosphine oxides, sulfoxides, and amine N-oxides was achieved by combining bis(2-chlorophenyl)borinic acid with phenylsilane. The reaction was shown to tolerate a wide range of substrates and could be performed under mild conditions, with only 2.5 mol % of the easily synthesized catalyst. Mechanistic investigations pointed to a key borohydride as the real catalyst and at bis(2-chlorophenyl)borinic acid as a precatalyst.

Chemoselective Reduction of Phosphine Oxides by 1,3-Diphenyl-Disiloxane

Buonomo, Joseph A.,Eiden, Carter G.,Aldrich, Courtney C.

supporting information, p. 14434 - 14438 (2017/10/23)

Reduction of phosphine oxides to the corresponding phosphines represents the most straightforward method to prepare these valuable reagents. However, existing methods to reduce phosphine oxides suffer from inadequate chemoselectivity due to the strength of the P=O bond and/or poor atom economy. Herein, we report the discovery of the most powerful chemoselective reductant for this transformation to date, 1,3-diphenyl-disiloxane (DPDS). Additive-free DPDS selectively reduces both secondary and tertiary phosphine oxides with retention of configuration even in the presence of aldehyde, nitro, ester, α,β-unsaturated carbonyls, azocarboxylates, and cyano functional groups. Arrhenius analysis indicates that the activation barrier for reduction by DPDS is significantly lower than any previously calculated silane reduction system. Inclusion of a catalytic Br?nsted acid further reduced the activation barrier and led to the first silane-mediated reduction of acyclic phosphine oxides at room temperature.

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