2-Di-tert-butylphosphino-2',4',6'-triisopropylbiphenyl

Bezeichnung:2-Di-tert-butylphosphino-2',4',6'-triisopropylbiphenyl

CAS-Nr564483-19-8

Englisch Name:2-Di-tert-butylphosphino-2',4',6'-triisopropylbiphenyl

CBNumberCB5451245

SummenformelC29H45P

Molgewicht424.64

MOL-Datei564483-19-8.mol

2-Di-tert-butylphosphino-2',4',6'-triisopropylbiphenyl physikalisch-chemischer Eigenschaften

Schmelzpunkt	148-151 °C(lit.)
Siedepunkt	493.5±45.0 °C(Predicted)
storage temp.	2-8°C, protect from light, stored under nitrogen
Löslichkeit	soluble in Toluene
Aggregatzustand	Crystalline Powder
Farbe	White
InChI	InChI=1S/C29H45P/c1-19(2)22-17-24(20(3)4)27(25(18-22)21(5)6)23-15-13-14-16-26(23)30(28(7,8)9)29(10,11)12/h13-21H,1-12H3
InChIKey	SACNIGZYDTUHKB-UHFFFAOYSA-N
SMILES	P(C(C)(C)C)(C(C)(C)C)C1=CC=CC=C1C1=C(C(C)C)C=C(C(C)C)C=C1C(C)C

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36/37/39
WGK Germany	3
TSCA	No
HS Code	29310099
Speicherklasse	11 - Combustible Solids

Gefahreninformationscode (GHS)

2-Di-tert-butylphosphino-2',4',6'-triisopropylbiphenyl Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Chemische Eigenschaften
White to pale yellow
Verwenden
suzuki reaction
Verwenden
tBuXPhos is a ligand for Pd-catalyzed C-O and C-N bond formation.
It can be used in the following reactions:
- Palladium-catalyzed Tsuji-Trost substitution and cross-coupling of benzylic fluorides.
- Palladium-catalyzed C-N cross-coupling of sulfinamides and aryl halides.
- Palladium-catalyzed rapid methoxylation and deuteriomethoxylation of bromo-chalcones.
Verwenden
Effective ligand for the Pd-catalyzed arylation of pyrazoles, indazoles and amino heterocycles
Allgemeine Beschreibung
tBuXPhos [2-Di-tert-butylphosphino-2′,4′,6′-triisopropylbiphenyl] is an air-stable, electron-rich biaryl phosphine ligand developed by the Buchwald group to enhance the reactivity of palladium catalysis during cross-coupling reactions.
reaction suitability
reagent type: ligand
Synthese

13716-10-4

694-80-4

21524-34-5

564483-19-8

1. In a 1L three-necked flask, 32.5 g of 2-bromo-1,3,5-triisopropylbenzene, 5.6 g of magnesium shavings, and 300 mL of anhydrous tetrahydrofuran (THF) were added to prepare a Grignard reagent. 2. Under stirring, 20 g of 2-bromochlorobenzene was slowly added dropwise to the above solution to form 2,4,6-triisopropyl-2'-bromodiphenyl Grignard reagent, and the reaction was refluxed for 2 hours. 3. After completion of the reaction, cooled to room temperature, 2.4 g of tetrakis(triphenylphosphine)palladium was added as a catalyst and stirred for 30 minutes. 4. At room temperature, 18.8 g of di-tert-butylphosphonium chloride was slowly added dropwise to the reaction mixture and the reaction was continued at reflux for 5 hours. 5. The reaction mixture was cooled in an ice water bath and 200 mL of saturated aqueous ammonium chloride solution was slowly added dropwise to quench the reaction. 6. The organic phase was separated and crystallized by addition of methanol and filtered to afford 41.7 g of the white solid product 2-di-tert-butylphosphino-2',4',6'-triisopropylbiphenyl in 94% yield.
Einzelnachweise
[1] Patent: CN105859774, 2016, A. Location in patent: Paragraph 0078; 0079; 0080; 0081
[2] Journal of the American Chemical Society, 2003, vol. 125, # 22, p. 6653 - 6655

2-Di-tert-butylphosphino-2',4',6'-triisopropylbiphenyl Upstream-Materialien And Downstream Produkte

2-Di-tert-butylphosphino-2',4',6'-triisopropylbiphenyl Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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