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Merck
모든 사진(4)

문서

718750

Sigma-Aldrich

BrettPhos Pd G1, Methyl t-Butyl Ether Adduct

may contain up to 1 mole equivalent of MTBE, 97%

동의어(들):

(BrettPhos) palladium(II) phenethylamine chloride, BrettPhos Palladacycle, BrettPhos precatalyst, Chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2′,4′, 6′-triisopropyl-1,1′-biphenyl][2-(2-aminoethyl)phenyl]palladium(II)

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모든 사진(4)

About This Item

실험식(Hill 표기법):
C43H63ClNO2PPd
Molecular Weight:
798.81
UNSPSC 코드:
12161600
PubChem Substance ID:
329763603
NACRES:
NA.22

Quality Level

100

분석

97%

형태

solid

특징

generation 1

반응 적합성

core: palladium
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: catalyst
reaction type: Cross Couplings

mp

198-204 °C

작용기

phosphine

SMILES string

COC(C)(C)C.NCCc1ccccc1[Pd]Cl.COc2ccc(OC)c(c2P(C3CCCCC3)C4CCCCC4)-c5c(cc(cc5C(C)C)C(C)C)C(C)C

InChI

1S/C35H53O2P.C8H10N.C5H12O.ClH.Pd/c1-23(2)26-21-29(24(3)4)33(30(22-26)25(5)6)34-31(36-7)19-20-32(37-8)35(34)38(27-15-11-9-12-16-27)28-17-13-10-14-18-28;9-7-6-8-4-2-1-3-5-8;1-5(2,3)6-4;;/h19-25,27-28H,9-18H2,1-8H3;1-4H,6-7,9H2;1-4H3;1H;/q;;;;+1/p-1

InChI key

OWHWOTGYDWMPCA-UHFFFAOYSA-M

일반 설명

BrettPhos Pd G1 is a Buchwald first generation (G1) palladacycle precatalyst that can be used in cross-coupling reactions for the formation of C-C, C–N, C–O, C–F, C–CF3, and C–S bonds. The formation of the active Pd(0) species in the G1 precatalyst is easy to generate, requiring merely a deprotonation with a base. The resulting catalyst is very active, even at temperatures down to −40 °C, and can be used in a variety of cross-coupling protocols.

애플리케이션

Application Guide for Palladium Catalyzed Cross-Coupling Reactions

Catalyst for:
  • C,N-cross coupling of unprotected 3-halo-2-aminopyridines with primary and secondary amines
  • Amination reaction
  • N-arylation of aminophenols

픽토그램

Exclamation mark
GHS07

신호어

Warning

유해 및 위험 성명서

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

표적 기관

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

시험 성적서(COA)

제품의 로트/배치 번호를 입력하여 시험 성적서(COA)을 검색하십시오. 로트 및 배치 번호는 제품 라벨에 있는 ‘로트’ 또는 ‘배치’라는 용어 뒤에서 찾을 수 있습니다.

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문서 라이브러리 방문

David S Surry et al.
Chemical science, 2(1), 27-50 (2011-01-01)
Dialkylbiaryl phosphines are a valuable class of ligand for Pd-catalyzed amination reactions and have been applied in a range of contexts. This review attempts to aid the reader in the selection of the best choice of reaction conditions and ligand
Ruben Martin et al.
Accounts of chemical research, 41(11), 1461-1473 (2008-07-16)
The cores of many types of polymers, ligands, natural products, and pharmaceuticals contain biaryl or substituted aromatic structures, and efficient methods of synthesizing these structures are crucial to the work of a broad spectrum of organic chemists. Recently, Pd-catalyzed carbon-carbon
David S Surry et al.
Angewandte Chemie (International ed. in English), 47(34), 6338-6361 (2008-07-30)
Palladium-catalyzed amination reactions of aryl halides have undergone rapid development in the last 12 years, largely driven by the implementation of new classes of ligands. Biaryl phosphanes have proven to provide especially active catalysts in this context. This Review discusses

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