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Details

Stereochemistry ACHIRAL
Molecular Formula C39H32OP2
Molecular Weight 578.6183
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Xantphos

SMILES

CC1(C)C2=CC=CC(P(C3=CC=CC=C3)C4=CC=CC=C4)=C2OC5=C1C=CC=C5P(C6=CC=CC=C6)C7=CC=CC=C7

InChI

InChIKey=CXNIUSPIQKWYAI-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula C39H32OP2
Molecular Weight 578.6183
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Iridium- and ruthenium-catalysed synthesis of 2,3-disubstituted indoles from anilines and vicinal diols.
2010-12-21
Ligand-mediated highly effective and selective C-N coupling for synthesizing bioactive N-aryltriazole acyclonucleosides.
2010-12-17
Competitive and selective Csp3-Br versus Csp2-Br bond activation in palladium-catalysed Suzuki cross-coupling: an experimental and theoretical study of the role of phosphine ligands.
2010-12-03
Dienyl homoallyl alcohols via palladium catalyzed ene-type reaction of aldehydes with 1,3-dienes.
2010-11-24
Oxygen gas sensing by luminescence quenching in crystals of Cu(xantphos)(phen)+ complexes.
2010-10-13
Synthesis and structure of intermediates in copper-catalyzed alkylation of diphenylphosphine.
2010-09-06
Pincer phosphine complexes of ruthenium: formation of Ru(P-O-P)(PPh3)HCl (P-O-P = xantphos, DPEphos, (Ph2PCH2CH2)2O) and Ru(dppf)(PPh3)HCl and characterization of cationic dioxygen, dihydrogen, dinitrogen, and arene coordinated phosphine products.
2010-08-16
Gold(I) halide complexes of bis(diphenylphosphine)diphenyl ether ligands: a balance of ligand strain and non-covalent interactions.
2010-06-14
[mu-4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene]bis[(trifluoroacetato)gold(I)] and its dichloromethane 0.58-solvate.
2010-05
A highly efficient palladium/copper cocatalytic system for direct arylation of heteroarenes: an unexpected effect of Cu(Xantphos)I.
2010-03-24
Palladium-catalyzed cross-coupling reaction of secondary benzylic bromides with grignard reagents.
2009-12-03
Platinum-catalyzed direct amination of allylic alcohols under mild conditions: ligand and microwave effects, substrate scope, and mechanistic study.
2009-10-14
PIKfyve regulation of endosome-linked pathways.
2009-07
Nickel-catalyzed vinylation of aryl chlorides and bromides with vinyl ZnBr.MgBrCl.
2009-05-01
Bite angle effects of diphosphines in C-C and C-X bond forming cross coupling reactions.
2009-04
Dual palladium- and proline-catalyzed allylic alkylation of enolizable ketones and aldehydes with allylic alcohols.
2009-03-19
Ruthenium xantphos complexes in hydrogen transfer processes: reactivity and mechanistic studies.
2009-01-28
New ferrocenic pyrrolo[1,2-a]quinoxaline derivatives: synthesis, and in vitro antimalarial activity.
2008-10-15
Palladium-catalyzed carbonylation reactions of aryl bromides at atmospheric pressure: a general system based on Xantphos.
2008-09-19
Pd-catalyzed carboetherification of beta,gamma-unsaturated oximes: a novel approach to Delta2-isoxazolines.
2008-05-01
Synthesis of new N-arylpyrimidin-2-amine derivatives using a palladium catalyst.
2008-04-09
4,6-Bis(diphenyl-phosphino)phenoxazine (nixantphos).
2008-03-14
Synthesis of Weinreb amides via Pd-catalyzed aminocarbonylation of heterocyclic-derived triflates.
2008-03-07
Xantphos as an efficient ligand for palladium-catalyzed cross-coupling reactions of aryl bromides and triflates with allyl acetates and indium.
2008-02-01
Conformational analysis of a helically distorted gold(I) macrocycle derived from xantphos: evidence for the aurophilic Au--Au interaction from NMR.
2007-11
Chemoselective amination of 5-bromo-2-chloro-3-fluoropyridine.
2007-05-10
Palladium-catalyzed highly stereoselective synthesis of N-aryl-3-arylmethylisoxazolidines via tandem arylation of O-homoallylhydroxylamines.
2007-04-13
Synthesis and antioxidant activity evaluation of new 7-aryl or 7-heteroarylamino-2,3-dimethylbenzo[b]thiophenes obtained by Buchwald-Hartwig C-N cross-coupling.
2007-02-15
Synthesis and solution- and solid-state characterization of gold(I) rings with short Au...Au interactions. Spontaneous resolution of a gold(I) complex.
2006-10-04
Facile Ar-CF3 bond formation at Pd. Strikingly different outcomes of reductive elimination from [(Ph3P)2Pd(CF3)Ph] and [(Xantphos)Pd(CF3)Ph].
2006-10-04
Pd-Xantphos-catalyzed direct arylation of nucleosides.
2006-09-28
A model iridium hydroformylation system with the large bite angle ligand xantphos: reactivity with parahydrogen and implications for hydroformylation catalysis.
2006-09-04
Microwaves make hydroformylation a rapid and easy process.
2006-08-17
Palladium-catalyzed direct N-arylation of nucleosides, nucleotides, and oligonucleotides for efficient preparation of dG-N2 adducts with carcinogenic amino-/nitroarenes.
2006-07-21
Organometallic chemistry of amidate complexes. accelerating effect of bidentate ligands on the reductive elimination of N-aryl amidates from palladium(II).
2006-07-19
Chemical synthesis of 2'-deoxyguanosine-C8 adducts with heterocyclic amines: an application to synthesis of oligonucleotides site-specifically adducted with 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine.
2006-06
A highly active palladium catalyst for intermolecular hydroamination. Factors that control reactivity and additions of functionalized anilines to dienes and vinylarenes.
2006-02-15
Synthesis of N,N-Dialkyl-N'-arylhydrazines via palladium-catalyzed N-arylation by using N,N-dialkylhydrazines/2LiCl adducts.
2005-04-14
Highly efficient conjugate reduction of alpha,beta-unsaturated nitriles catalyzed by copper/xanthene-type bisphosphine complexes.
2005-04-07
Double N-arylation of primary amines: carbazole synthesis from 2,2'-biphenyldiols.
2005-01-21
Palladium-mediated arylation of 3-aminopiperidines and 3-aminopyrrolidines.
2004-12-10
Effects of diphosphine structure on aurophilicity and luminescence in Au(I) complexes.
2004-11-07
Unsymmetrical diaryl sulfones and aryl vinyl sulfones through palladium-catalyzed coupling of aryl and vinyl halides or triflates with sulfinic acid salts.
2004-08-20
General synthesis of meso-amidoporphyrins via palladium-catalyzed amidation.
2004-05-27
Palladium-catalyzed amination of aryl nonaflates.
2003-12-12
Polar phase hydroformylation: the dramatic effect of water on mono- and dirhodium catalysts.
2003-09-17
Versatile synthesis of meso-aryloxy- and alkoxy-substituted porphyrins via palladium-catalyzed C-O cross-coupling reactions.
2003-09-04
Amines made easily: a highly selective hydroaminomethylation of olefins.
2003-08-27
Alcoholysis of acylpalladium(II) complexes relevant to the alternating copolymerization of ethene and carbon monoxide and the alkoxycarbonylation of alkenes: the importance of Cis-coordinating phosphines.
2003-05-07
Development for an efficient synthesis method of 2'-deoxyguanosine-C8 adducts with several amino/nitro-arenes.
2003
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:56:35 GMT 2025
Edited
by admin
on Mon Mar 31 21:56:35 GMT 2025
Record UNII
NMU72MOG9B
Record Status Validated (UNII)
Record Version
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Name Type Language
XANTPHOS [MI]
Preferred Name English
Xantphos
MI  
Common Name English
PHOSPHINE, 1,1'-(9,9-DIMETHYL-9H-XANTHENE-4,5-DIYL)BIS(1,1-DIPHENYL-
Systematic Name English
9,9-DIMETHYL-4,5-BIS(DIPHENYLPHOSPHINO)XANTHENE
Systematic Name English
4,5-BIS(DIPHENYLPHOSPHINO)-9,9-DIMETHYLXANTHENE
Systematic Name English
Code System Code Type Description
CAS
161265-03-8
Created by admin on Mon Mar 31 21:56:35 GMT 2025 , Edited by admin on Mon Mar 31 21:56:35 GMT 2025
PRIMARY
PUBCHEM
636044
Created by admin on Mon Mar 31 21:56:35 GMT 2025 , Edited by admin on Mon Mar 31 21:56:35 GMT 2025
PRIMARY
WIKIPEDIA
Xantphos
Created by admin on Mon Mar 31 21:56:35 GMT 2025 , Edited by admin on Mon Mar 31 21:56:35 GMT 2025
PRIMARY
MERCK INDEX
m11538
Created by admin on Mon Mar 31 21:56:35 GMT 2025 , Edited by admin on Mon Mar 31 21:56:35 GMT 2025
PRIMARY Merck Index
FDA UNII
NMU72MOG9B
Created by admin on Mon Mar 31 21:56:35 GMT 2025 , Edited by admin on Mon Mar 31 21:56:35 GMT 2025
PRIMARY
EPA CompTox
DTXSID20348350
Created by admin on Mon Mar 31 21:56:35 GMT 2025 , Edited by admin on Mon Mar 31 21:56:35 GMT 2025
PRIMARY