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704628

Sigma-Aldrich

R-(tert-Butylmethylphosphino-di-tert-butylphosphinomethane)-η4-(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate

96%

Sinônimo(s):

(R)-TCFP-Rh, TCFP, R-[Rh cod TCFP]BF4

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About This Item

Fórmula empírica (Notação de Hill):
C22H44P2Rh
Peso molecular:
473.44
Número MDL:
MFCD11973806
Código UNSPSC:
12352002
ID de substância PubChem:
329762467
NACRES:
NA.22

Nível de qualidade

100

Ensaio

96%

forma

solid

pf

171-177 °C

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

[Rh+].F[B-](F)(F)F.C1CC=CCCC=C1.CP(CP(C(C)(C)C)C(C)(C)C)C(C)(C)C

InChI

1S/C14H32P2.C8H12.BF4.Rh/c1-12(2,3)15(10)11-16(13(4,5)6)14(7,8)9;1-2-4-6-8-7-5-3-1;2-1(3,4)5;/h11H2,1-10H3;1-2,7-8H,3-6H2;;/q;;-1;+1/b;2-1-,8-7-;;/t15-;;;/m1.../s1

chave InChI

CQCAQRWECWCUBU-JMJDVLNDSA-N

Aplicação

R-(tert-Butylmethylphosphino-di-tert-butylphosphinomethane)-η4-(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate can be used:
  • In the asymmetric reduction of amines, ketones and unsaturated acids.
  • As a hydrogenation catalyst in the preparation of diastereomers of trifluorovaline.
  • As a catalyst in the olefin asymmetric hydrogenation.

Informações legais

Sold in collaboration with Johnson Matthey for research purposes only.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

Certificados de análise (COA)

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Ilya D Gridnev et al.
Journal of the American Chemical Society, 130(8), 2560-2572 (2008-02-02)
The rhodium complex of (R)-(tert-butylmethylphosphino)(di-tert-butylphosphino)methane used in Rh-catalyzed asymmetric hydrogenation of representative substrates 3-14 demonstrated high catalytic activity coupled with wide scope and nearly perfect enantioselectivity. Mechanistic studies (NMR and DFT computations) were carried out in order to investigate the
Garrett Hoge et al.
Journal of the American Chemical Society, 126(19), 5966-5967 (2004-05-13)
A concise synthesis of both enantiomers of ligand 2 and rhodium complex 5 is presented. The crux of the synthesis is a chiral HPLC separation of the enantiomers of 4. Rhodium complex 5 possesses three hindered quadrants in the steric
Stefan Kraft et al.
Journal of the American Chemical Society, 139(34), 11630-11641 (2017-08-12)
The asymmetric hydrogenation of tetrasubstituted olefins provides direct access to very useful biological molecules and intermediates. The development of the technology has been slow, due in part to the synthetic challenges involved in developing chiral catalysts for a successful asymmetric
He-Ping Wu et al.
Organic letters, 6(20), 3645-3647 (2004-09-25)
[reaction: see text] A previously reported three-hindered quadrant chiral ligand and its corresponding rhodium complex provide high enantioselectivity for the asymmetric hydrogenation of beta-acetamido dehydroamino acid substrates. Both (E)- and (Z)-substrates are hydrogenated with high enantioselectivity in all of the

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