4316-51-2

Basic information

• Product Name: 4-METHOXYTRIPHENYLAMINE 97
• Synonyms: 4-METHOXYTRIPHENYLAMINE 97;4-METHOXYTRIPHENYLAMINE, 97%;4-methoxy-n,n-diphenylaniline;Diphenyl(4-methoxyphenyl)amine;Diphenyl(p-methoxyphenyl)amine;N,N-Diphenyl-4-methoxyaniline;N,N-Diphenyl-p-anisidine;p-Anisyldiphenylamine
• CAS NO: 4316-51-2
• Molecular Formula: C₁₉H₁₇NO
• Molecular Weight: 275.34438
• Mol File: 4316-51-2.mol
• Article Data: 88

Chemical Properties

• Melting Point: 102-106 °C(lit.)
• Boiling Point: 415.435 °C at 760 mmHg
• Flash Point: 121.934 °C
• Appearance: /
• Density: 1.126 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.628
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: -2.39±0.30(Predicted)
• CAS DataBase Reference: 4-METHOXYTRIPHENYLAMINE 97(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHOXYTRIPHENYLAMINE 97(4316-51-2)
• EPA Substance Registry System: 4-METHOXYTRIPHENYLAMINE 97(4316-51-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 4316-51-2(Hazardous Substances Data)

Usage

Chemical Properties

White solid

InChI:InChI=1/C19H17NO/c1-21-19-14-12-18(13-15-19)20(16-8-4-2-5-9-16)17-10-6-3-7-11-17/h2-15H,1H3

Synthetic route

4-chloromethoxybenzene (623-12-1) + diphenylamine (122-39-4) → N,N-diphenyl-4-methoxyaniline (4316-51-2)

Conditions	Yield
With monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene at 80℃; for 12h;	99%
With bis(η3-allyl-μ-chloropalladium(II)); 2,6-bis(2,4,6-triisopropylphenyl)phenyl(dicyclohexylphosphine); sodium t-butanolate In dodecane; toluene at 100℃; for 6h; Catalytic behavior; Reagent/catalyst; Glovebox;	99%
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene at 70℃; for 16h;	97%

1-bromo-4-methoxy-benzene (104-92-7) + diphenylamine (122-39-4) → N,N-diphenyl-4-methoxyaniline (4316-51-2)

Conditions	Yield
With potassium hydroxide; bis(tri-tert-butylphosphine)palladium(0); cetyltrimethylammonim bromide In water; toluene at 90℃; for 6h;	99%
With palladium diacetate; sodium t-butanolate; ruphos In neat (no solvent) at 110℃; for 12h; Buchwald-Hartwig Coupling; Green chemistry;	99%
With sodium t-butanolate; tris(dibenzylideneacetone)dipalladium(0) chloroform complex; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane In toluene at 50℃;	97%

para-iodoanisole (696-62-8) + diphenylamine (122-39-4) → N,N-diphenyl-4-methoxyaniline (4316-51-2)

Conditions	Yield
With copper(l) iodide; 5,6,9,10-tetrahydro-4H,8H-pyrido[3,2,1-ij][1,6]naphthyridine; sodium t-butanolate In toluene at 110℃; for 40h; post-Ullmann reaction;	96%
With [Pd{C6H4(CH2N(CH2Ph)2)}(μ-Br)]2; potassium hydroxide In dimethyl sulfoxide at 120℃; for 3h;	96%
With sodium t-butanolate; tris(dibenzylideneacetone)dipalladium(0) chloroform complex; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane In toluene at 30℃;	93%

bromobenzene (108-86-1) + 4-methoxy-aniline (104-94-9) → N,N-diphenyl-4-methoxyaniline (4316-51-2)

Conditions	Yield
With dichloro{1,10-[di-(2-diizopropylaminoethyl)]-3,3'-o-xylyldibenzimidazolidin-2,2'-diylidene}palladium (II); potassium tert-butylate In 1,2-dimethoxyethane at 80℃; for 15h; Buchwald-Hartwig amination; Inert atmosphere;	95%
With (6-Dipp)PdCl2-SPhos; sodium t-butanolate In neat (no solvent) at 110℃; for 24h; Reagent/catalyst; Buchwald-Hartwig Coupling; Inert atmosphere;	90%
With potassium hydroxide In water for 24h; Buchwald-Hartwig reaction; Reflux; Inert atmosphere;	85%

iodobenzene (591-50-4) + 4-methoxy-aniline (104-94-9) → N,N-diphenyl-4-methoxyaniline (4316-51-2)

Conditions	Yield
With [2,2]bipyridinyl; potassium tert-butylate; copper(l) iodide In toluene at 115℃; for 3.5h;	94%
With tetraethoxy orthosilicate; caesium carbonate; copper(l) iodide at 145℃; for 38h; Ullmann coupling reaction;	85%
With C39H33CuF3N2P2(1+)*ClO4(1-); potassium tert-butylate In toluene at 90℃; for 12h; Inert atmosphere;	80%

1-bromo-4-methoxy-benzene (104-92-7) + N-(trimethylsilyl)-diphenylamine (17425-91-1) → N,N-diphenyl-4-methoxyaniline (4316-51-2)

Conditions	Yield
With cesium fluoride; bis(dibenzylideneacetone)-palladium(0); XPhos at 100℃; for 1h; Inert atmosphere;	94%
With cesium fluoride; bis(dibenzylideneacetone)-palladium(0); XPhos at 100℃; for 1h; Time; Reagent/catalyst; Inert atmosphere;	94%
With bis(1,5-cyclooctadiene)nickel (0); 1,3-bis(2,6-diisopropylphenyl)imidazolidin-2-ylidene hydrochloride; potassium tert-butylate; cesium fluoride at 100℃; for 36h; Inert atmosphere;	67%

4-methoxy-aniline (104-94-9) + 2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) → N,N-diphenyl-4-methoxyaniline (4316-51-2)

Conditions	Yield
With cesium fluoride In acetonitrile at 20℃; for 72h;	90%

bromobenzene (108-86-1) + 4-methoxy-aniline (104-94-9) → N-(4-methoxyphenyl)phenylamine (1208-86-2) + N,N-diphenyl-4-methoxyaniline (4316-51-2)

Conditions	Yield
With C46H58Br2N4O10Pd; potassium tert-butylate In 1,2-dimethoxyethane at 80℃; for 15h; Inert atmosphere; Buchwald-Hartwig amination;	A 11% B 89%
With potassium tert-butylate; copper(l) iodide; tributylphosphine In toluene at 135℃; for 10.5h; high pressure;	A 2% B 86%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; sodium t-butanolate In 1,3,5-trimethyl-benzene for 24h; Inert atmosphere; Reflux;	A 41% B 45%

4-methoxy-aniline (104-94-9) + 2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) → N-(4-methoxyphenyl)phenylamine (1208-86-2) + N,N-diphenyl-4-methoxyaniline (4316-51-2)

Conditions	Yield
With cesium fluoride In acetonitrile at 20℃; for 10h;	A 89% B 4%

4-methoxy-aniline (104-94-9) + chlorobenzene (108-90-7) → N-(4-methoxyphenyl)phenylamine (1208-86-2) + N,N-diphenyl-4-methoxyaniline (4316-51-2)

Conditions	Yield
With potassium tert-butylate; copper(l) iodide; tributylphosphine In toluene at 135℃; for 10.5h; high pressure;	A 3% B 85%

4-methoxy-aniline (104-94-9) + chlorobenzene (108-90-7) → N,N-diphenyl-4-methoxyaniline (4316-51-2)

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; (E)-2-(((2,5-bis(trifluoromethyl)phenyl)imino)methyl)phenol; sodium t-butanolate In o-xylene at 145℃; for 12h; Schlenk technique; Inert atmosphere;	85%

iodobenzene (591-50-4) + 4-methoxy-aniline (104-94-9) → N-(4-methoxyphenyl)phenylamine (1208-86-2) + N,N-diphenyl-4-methoxyaniline (4316-51-2)

Conditions	Yield
With potassium tert-butylate; copper(l) iodide In toluene at 135℃; for 14h;	A 12% B 82%
With copper(l) iodide; cesium fluoride In dimethyl sulfoxide at 130℃; for 24h; Ullmann Condensation; Inert atmosphere; Glovebox;	A 37 %Chromat. B 15%

para-iodoanisole (696-62-8) + N-phenyl-1-naphthylamine (90-30-2) → N,N-diphenyl-4-methoxyaniline (4316-51-2)

Conditions	Yield
potassium hydroxide; copper In various solvent(s) at 160℃; for 5h;	79%

bromobenzene (108-86-1) + N-(4-methoxyphenyl)phenylamine (1208-86-2) → N,N-diphenyl-4-methoxyaniline (4316-51-2)

Conditions	Yield
Stage #1: bromobenzene With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0) In toluene at 20℃; for 0.166667h; Inert atmosphere; Stage #2: N-(4-methoxyphenyl)phenylamine With sodium t-butanolate In toluene at 90℃; for 20h; Hartwig-Buchwald coupling;	79%
With C37H50BrO3PPd In 1,4-dioxane at 80℃; Kinetics; Inert atmosphere; Glovebox; Sealed tube;

N-(4-methoxyphenyl)phenylamine (1208-86-2) + triphenylbismuth(V) diacetate (28899-97-0) → N,N-diphenyl-4-methoxyaniline (4316-51-2)

Conditions	Yield
copper In dichloromethane for 72h; Ambient temperature;	78%

triphenylbismuth(V) diacetate (28899-97-0) + 4-methoxy-aniline (104-94-9) → N-(4-methoxyphenyl)phenylamine (1208-86-2) + N,N-diphenyl-4-methoxyaniline (4316-51-2)

Conditions	Yield
copper In dichloromethane for 24h; Ambient temperature;	A 28% B 68%

para-methoxynitrobenzene (100-17-4) + diphenylamine (122-39-4) → N,N-diphenyl-4-methoxyaniline (4316-51-2)

Conditions	Yield
With potassium phosphate; bis(acetylacetonato)palladium(II); dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine In n-heptane at 130℃; for 24h; Buchwald-Hartwig Coupling; Sealed tube; Inert atmosphere;	66%
With potassium phosphate; bis(acetylacetonato)palladium(II); BrettPhos In n-heptane at 130℃; for 24h;	66%
With bis(acetylacetonato)palladium(II); tripotassium phosphate "n" hydrate; dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine In n-heptane at 130℃; for 24h; Inert atmosphere;	61%

4-Methoxyphenyl isocyanate (5416-93-3) + 2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) → N,N-diphenyl-4-methoxyaniline (4316-51-2)

Conditions	Yield
With cesium fluoride In acetonitrile at 100℃; for 14h; Inert atmosphere;	46%

Diphenyliodonium triflate (66003-76-7) + 4-methoxy-aniline (104-94-9) → N-(4-methoxyphenyl)phenylamine (1208-86-2) + N,N-diphenyl-4-methoxyaniline (4316-51-2)

Conditions	Yield
Stage #1: Diphenyliodonium triflate; 4-methoxy-aniline With copper(l) iodide; 2,6-di-tert-butyl-pyridine In toluene at 20℃; for 12h; Schlenk technique; Inert atmosphere; Stage #2: With copper(l) iodide; 1,10-Phenanthroline; potassium tert-butylate In toluene at 120℃; for 24h; Schlenk technique; Inert atmosphere;	A 5% B 44%

1.4-dibromobenzene (106-37-6) + 4-methoxy-aniline (104-94-9) → N-(4-methoxyphenyl)phenylamine (1208-86-2) + N,N-diphenyl-4-methoxyaniline (4316-51-2)

Conditions	Yield
With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate In toluene at 110℃; Hartwig-Buchwald coupling; Inert atmosphere;	A 42% B 9%

4-methoxy-aniline (104-94-9) → N-(4-methoxyphenyl)phenylamine (1208-86-2) + N,N-diphenyl-4-methoxyaniline (4316-51-2)

Conditions	Yield
Product distribution; effect of amount of Ph3Bi(OAc)2 and reaction time;

1-bromo-4-methoxy-benzene (104-92-7) + diphenylamine (122-39-4) → N,N-diphenyl-4-methoxyaniline (4316-51-2) + N-(3-methoxyphenyl)-diphenylamine (20588-62-9)

Conditions	Yield
With potassium hydroxide; PEGDM-400 In toluene at 158 - 161℃; for 8h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With iron(III) oxide; potassium tert-butylate In dimethyl sulfoxide at 130℃; for 36h; regioselective reaction;

iodobenzene (591-50-4) + para-iodoanisole (696-62-8) + diphenylamine (122-39-4) → N,N-diphenylaminobenzene (603-34-9) + N,N-diphenyl-4-methoxyaniline (4316-51-2)

Conditions	Yield
potassium hydroxide; copper at 160℃; Rate constant; Mechanism; competitive reaction, var. catalysts;

iodobenzene (591-50-4) + para-methoxynitrobenzene (100-17-4) → N,N-diphenyl-4-methoxyaniline (4316-51-2)

Conditions	Yield
With copper at 195℃;

bromobenzene (108-86-1) + ς-[2,4,6-(CH3)3C6H2]Ni(2,2'-bipyridyl)Br → N,N-diphenyl-4-methoxyaniline (4316-51-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: 94 percent / KOH; Pd[P(t-Bu3)]2; cetyltrimethylammonium bromide / toluene; H2O / 3 h / 90 °C 2: 99 percent / KOH; Pd[P(t-Bu3)]2; cetyltrimethylammonium bromide / toluene; H2O / 6 h / 90 °C View Scheme

aniline (62-53-3) + 5-(4-formyl-3,5-dimethoxyphenoxy)valeric aldehyde linker on a polyethylene glycol resin → N,N-diphenyl-4-methoxyaniline (4316-51-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: 94 percent / KOH; Pd[P(t-Bu3)]2; cetyltrimethylammonium bromide / toluene; H2O / 3 h / 90 °C 2: 99 percent / KOH; Pd[P(t-Bu3)]2; cetyltrimethylammonium bromide / toluene; H2O / 6 h / 90 °C View Scheme

bromobenzene (108-86-1) + NO2, Br2 → N,N-diphenyl-4-methoxyaniline (4316-51-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: 87 percent / Pd(dba)2, P(t-Bu)3, t-BuONa / toluene / 1 h / Ambient temperature 2: 97 percent / Pd(dba)2, P(t-Bu)3, t-BuONa / toluene / 16 h / 70 °C View Scheme

aniline (62-53-3) + Wang resin-bound styrene 4 → N,N-diphenyl-4-methoxyaniline (4316-51-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: 87 percent / Pd(dba)2, P(t-Bu)3, t-BuONa / toluene / 1 h / Ambient temperature 2: 97 percent / Pd(dba)2, P(t-Bu)3, t-BuONa / toluene / 16 h / 70 °C View Scheme
Multi-step reaction with 2 steps 1: 75 percent / Pd(dba)2, P(t-Bu)3, t-BuONa / toluene / 25 h / Ambient temperature 2: 97 percent / Pd(dba)2, P(t-Bu)3, t-BuONa / toluene / 16 h / 70 °C View Scheme

chlorobenzene (108-90-7) + SOCl2 → N,N-diphenyl-4-methoxyaniline (4316-51-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: 75 percent / Pd(dba)2, P(t-Bu)3, t-BuONa / toluene / 25 h / Ambient temperature 2: 97 percent / Pd(dba)2, P(t-Bu)3, t-BuONa / toluene / 16 h / 70 °C View Scheme

N,N-diphenyl-4-methoxyaniline (4316-51-2) → 4-hydroxyltriphenylamine (25069-86-7)

Conditions	Yield
Stage #1: N,N-diphenyl-4-methoxyaniline With boron tribromide In dichloromethane; chloroform at 0 - 20℃; for 6h; Inert atmosphere; Stage #2: With methanol In dichloromethane; chloroform Inert atmosphere; Cooling with ice;	100%
Stage #1: N,N-diphenyl-4-methoxyaniline With boron tribromide In dichloromethane at 0 - 20℃; for 24.5h; Stage #2: With water In dichloromethane	99%
With boron tribromide In dichloromethane at 20℃; for 3h;	90%

N,N-diphenyl-4-methoxyaniline (4316-51-2) → 4,4′-dibromo-4′′-methoxytriphenylamine (100308-69-8)

Conditions	Yield
With N-Bromosuccinimide In N,N-dimethyl-formamide at 0℃; for 3h;	95%
With N-Bromosuccinimide

N,N-diphenyl-4-methoxyaniline (4316-51-2) + N,N-dimethyl-formamide (68-12-2, 33513-42-7) → 4-[N-phenyl-N-(4-methoxyphenyl)amino]benzaldehyde (87755-82-6)

Conditions	Yield
With trichlorophosphate In 1,2-dichloro-ethane for 4h; Vilsmeier formylation; Inert atmosphere; Reflux;	94%
With trichlorophosphate at 0 - 80℃; for 1h; Inert atmosphere;	94.8%
Stage #1: N,N-dimethyl-formamide With trichlorophosphate at 0℃; for 0.75h; Vilsmeier-Haack Formylation; Stage #2: N,N-diphenyl-4-methoxyaniline at 60℃; for 2h; Vilsmeier-Haack Formylation;	85%

N,N-diphenyl-4-methoxyaniline (4316-51-2) + trimethylaluminum (75-24-1) → diphenyl(p-tolyl)amine (4316-53-4)

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel (0); sodium t-butanolate; 1,3-bis(cyclohexyl)imidazolium tetrafluoroborate In toluene at 100℃; for 6h; Sealed tube; Glovebox; Inert atmosphere;	87%

N,N-diphenyl-4-methoxyaniline (4316-51-2) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → C25H28BNO3

Conditions	Yield
With C26H45OSiY In hexane at 100℃; for 24h; regioselective reaction;	83%

N,N-diphenyl-4-methoxyaniline (4316-51-2) → 4,4-diiodo-4''-methoxytriphenylamine (199297-07-9)

Conditions	Yield
With potassium iodate; potassium iodide In water; acetic acid at 80℃; for 3h; Iodination;	82%
With potassium iodate; potassium iodide In acetic acid
With potassium iodate; potassium iodide In acetic acid

N,N-diphenyl-4-methoxyaniline (4316-51-2) + para-methylphenylmagnesium bromide (4294-57-9) → 4'-methyl-N,N-diphenyl-[1,1'-biphenyl]-4-amine

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel (0); C23H28N4 In tetrahydrofuran; m-xylene at 60℃; for 4h; Kumada Cross-Coupling; Inert atmosphere; Sealed tube;	81%

N,N-diphenyl-4-methoxyaniline (4316-51-2) + acetyl chloride (75-36-5) → C21H19NO2

Conditions	Yield
With zinc(II) chloride In dichloromethane	80%

1,1-diphenyl-4-(p-di-n-propylaminophenyl)-1,3-butadiene + N,N-diphenyl-4-methoxyaniline (4316-51-2) → 4,4’-bisformyl-4’’-methoxytriphenylamine (149676-16-4)

Conditions	Yield
	76.5%

N,N-diphenyl-4-methoxyaniline (4316-51-2) + N,N-dimethyl-formamide (68-12-2, 33513-42-7) → 4,4’-bisformyl-4’’-methoxytriphenylamine (149676-16-4)

Conditions	Yield
With trichlorophosphate In 1,2-dichloro-ethane at 0℃; for 15h; Vilsmeier-Haack Formylation; Inert atmosphere; Reflux;	75%
With trichlorophosphate at 95℃; for 4h; Inert atmosphere;	71%
With trichlorophosphate In 1,2-dichloro-benzene at 85℃; for 24h; Vilsmeyer reaction;	67%
With trichlorophosphate In 1,2-dichloro-ethane for 6h; Reflux;	36.7%
With trichlorophosphate at 80℃; for 24h; Vilsmeier-Haack Formylation;

1-Methylbenzimidazole (1632-83-3) + N,N-diphenyl-4-methoxyaniline (4316-51-2) → 4-(1-methyl-1H-benzimidazol-2-yl)-N,N-diphenylbenzenamine (1542275-72-8)

Conditions	Yield
With ortho-tolylmagnesium bromide; bis(1,5-cyclooctadiene)nickel (0); C23H30N4 In m-xylene at 90℃; for 16h;	75%

N,N-diphenyl-4-methoxyaniline (4316-51-2) → 4-(N-phenyl-N-(4-methoxy)phenylamino)-1-bromobenzene (949910-86-5)

Conditions	Yield
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 5h;	75%

N,N-diphenyl-4-methoxyaniline (4316-51-2) → N4,N4'-bis(4-methoxyphenyl)-N4,N4'-diphenyl-4,4'-diaminobiphenyl (20441-07-0)

Conditions	Yield
Stage #1: N,N-diphenyl-4-methoxyaniline With methanesulfonic acid In dichloromethane at 0℃; Stage #2: With chloranil In dichloromethane at 0 - 20℃; for 3h;	66%
With tetrafluoroboric acid diethyl ether; C22H42N12*2BF4(1-)*2H(1+) In acetonitrile at 20℃; Reagent/catalyst; Cooling with ice;	90 %Spectr.

Upstream product

• 696-62-8 para-iodoanisole 
• 122-39-4 diphenylamine 
• 90-30-2 N-phenyl-1-naphthylamine 
• 623-12-1 4-chloromethoxybenzene 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 108-86-1 bromobenzene 
• 104-94-9 4-methoxy-aniline 
• 108-90-7 chlorobenzene 
• 5856-89-3 lithium diphenylamide 
• 5416-93-3 4-Methoxyphenyl isocyanate 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 100-17-4 para-methoxynitrobenzene 
• 62-53-3 aniline 
• 17425-91-1 N-(trimethylsilyl)-diphenylamine 

Downstream Products

• 199297-08-0 4,4'-di(carbazol-9-yl)-4''-methoxytriphenylamine 
• 25069-86-7 4-hydroxyltriphenylamine 
• 1374356-15-6 3-chloro-6-[4-(diphenylamino)phenoxy]-1,2,4,5-tetrazine 
• 1374356-20-3 3,6-bis[4-(diphenylamino)phenoxy]-1,2,4,5-tetrazine 
• 949910-86-5 4-(N-phenyl-N-(4-methoxy)phenylamino)-1-bromobenzene 
• 1542275-72-8 4-(1-methyl-1H-benzimidazol-2-yl)-N,N-diphenylbenzenamine 
• 20441-07-0 N⁴,N^4'-bis(4-methoxyphenyl)-N⁴,N^4'-diphenyl-4,4'-diaminobiphenyl 
• 199297-09-1 4,4'-di(carbazol-9-yl)-4''-hydroxytriphenylamine 
• 4316-53-4 diphenyl(p-tolyl)amine 

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Carbon encapsulated copper oxide nanoparticles (CuONPs@C) fabricated using copper metal organic frameworks (Cu-MOFs) used as reusable nanocatalysts in Ullmann C[sbnd]N coupling reactions for synthesizing optoelectronic triphenylamine (TPA) and carbazole (CBZ) derivatives. The formation of CuONPs in carbon matrix was confirmed by powder X-ray diffraction (PXRD), X-ray photoelectron spectroscopy (XPS) and high-resolution transmission electron microscopy (HR-TEM). The catalytic activity of CuONPs@C was performed with diphenylamine/carbazole with substituted aryl halides in presence of mild K2CO3 base that produced triarylamines with 63–83% yields. Carbazole triarylamines exhibited strong solid state fluorescence (Φf = 14.54–36.32%) with λmax between 370 and 420 nm.

Triptycene carbene palladium compound and application thereof

The invention discloses a triptycene carbene palladium compound and an application thereof, the structural formula of the triptycene carbene palladium compound is represented by a formula I or a formula II; compared with a conventional metal palladium catalyst, the triptycene carbene palladium compound is simple and convenient to prepare, high in yield and suitable for various substrates, the usage amount of the catalyst can be reduced to one ten thousandth, and the triptycene carbene palladium compound has a good catalytic effect on various metal palladium catalytic reactions; and the triptycene carbene palladium compound has important application value for researching the progress and application of catalytic reaction.