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Merck
모든 사진(1)

주요 문서

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799718

Sigma-Aldrich

AlPhos

동의어(들):

Di-1-adamantyl(4″-butyl-2″,3″,5″,6″-tetrafluoro-2′,4′,6′-triisopropyl-2-methoxy-meta-terphenyl)phosphine

로그인조직 및 계약 가격 보기

크기 선택

100 MG
₩206,045

₩206,045

구입 가능 여부는 고객센터에 문의하십시오.
벌크 견적 요청
모든 사진(1)

크기 선택

보기 변경
100 MG
₩206,045

About This Item

실험식(Hill 표기법):
C52H67F4OP
CAS Number:
1805783-60-1
Molecular Weight:
815.06
MDL number:
MFCD00626457
UNSPSC 코드:
12161600
PubChem Substance ID:
329768101
NACRES:
NA.22

₩206,045

구입 가능 여부는 고객센터에 문의하십시오.
벌크 견적 요청

분석

≥95%

Quality Level

100

양식

powder

반응 적합성

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: ligand
reaction type: Cross Couplings

mp

218-223 °C

작용기

phosphine

저장 온도

−20°C

InChI

1S/C52H67F4OP/c1-9-10-12-38-46(53)48(55)45(49(56)47(38)54)44-40(29(4)5)21-39(28(2)3)43(42(44)30(6)7)37-13-11-14-41(57-8)50(37)58(51-22-31-15-32(23-51)17-33(16-31)24-51)52-25-34-18-35(26-52)20-36(19-34)27-52/h11,13-14,21,28-36H,9-10,12,15-20,22-27H2,1-8H3/t31-,32+,33?,34-,35+,36?,51+,52?,58?

InChI key

ALWIRDZSIXWCBO-VABCSHEKSA-N

애플리케이션

AlPhos is a biaryl monophosphine ligand that can be used:
  • In the Pd-catalyzed Buchwald-Hartwig cross-coupling reactions.[1]
  • To synthesize highly regioselective aryl fluorides by Pd-catalyzed fluorination of a variety of activated aryl and heteroaryl triflates and bromides.[2][3]
  • To prepare aryl thioethers by C–S cross-coupling of thiols with aromatic electrophile in the presence of palladium catalyst.[4]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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시험 성적서(COA)

Lot/Batch Number
MKCV4050
MKCR3411
MKCS0293
MKCN8990
MKCN3215

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COA 검색

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문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

A fluorinated ligand enables room-temperature and regioselective Pd-catalyzed fluorination of aryl triflates and bromides
Sather AC, et al.
Journal of the American Chemical Society, 137(41), 13433-13438 (2015)
In-depth assessment of the palladium-catalyzed fluorination of five-membered heteroaryl bromides
Milner PJ, et al.
Organometallics, 34(19), 4775-4780 (2015)
Monophosphine Ligands Promote Pd-Catalyzed C-S Cross-Coupling Reactions at Room Temperature with Soluble Bases
Xu Jessica, et al.
ACS Catalysis, 9(7), 6461-6466 (2019)
Development of Palladium Precatalysts that Efficiently Generate LPd (0) Active Species
Shaughnessy KH
Israel Journal of Chemistry, 60(3-4), 180-194 (2020)

문서

AlPhos and [(AlPhosPd)2•COD] for Pd-Catalyzed Fluorination

Fluorine containing aromatics (ArF) are desirable compounds with applications in medicinal chemistry and the agricultural industry.

관련 콘텐츠

Buchwald Group – Professor Product Portal

The Buchwald group has developed a series of highly active and versatile palladium precatalysts and biarylphosphine ligands used in cross-coupling reactions for the formation of C-C, C–N, C–O, C–F, C–CF3, and C–S bonds. The ligands are electron-rich, and highly tunable to provide catalyst systems with a diverse scope, high stability and reactivity. Furthermore, the new series of precatalysts are air-, moisture and thermally-stable and display good solubility in common organic solvents. The use of precatalysts ensures the efficient generation of the active catalytic species and allows one to accurately adjust the ligand:palladium ratio. The ligands, precatalysts and methodology developed in the Buchwald group are user friendly and have rendered previously difficult cross couplings reactions, much easier to achieve.

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