341134
[1,4-双(二苯基膦)丁烷](1,5-环辛二烯)四氟硼酸铑(I)
98%
别名:
[Rh(dppb)(COD)]BF4
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选择尺寸
关于此项目
经验公式（希尔记法）:
C36H40BF4P2Rh
化学文摘社编号:
分子量:
724.36
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12161600
MDL number:
产品名称
[1,4-双(二苯基膦)丁烷](1,5-环辛二烯)四氟硼酸铑(I), 98%
InChI
1S/C28H28P2.C8H12.BF4.Rh/c1-5-15-25(16-6-1)29(26-17-7-2-8-18-26)23-13-14-24-30(27-19-9-3-10-20-27)28-21-11-4-12-22-28;1-2-4-6-8-7-5-3-1;2-1(3,4)5;/h1-12,15-22H,13-14,23-24H2;1-2,7-8H,3-6H2;;/q;;-1;+1/b;2-1-,8-7-;;
SMILES string
[Rh+].F[B-](F)(F)F.C1CC=CCCC=C1.C(CCP(c2ccccc2)c3ccccc3)CP(c4ccccc4)c5ccccc5
InChI key
YESRLRPURJQQBI-ONEVTFJLSA-N
assay
98%
reaction suitability
core: rhodium
reagent type: catalyst
mp
205 °C (dec.) (lit.)
Quality Level
Application
[1,4-Bis(diphenylphosphino)butane](1,5-cyclooctadiene)rhodium(I)tetrafluoroborate can be used as a catalyst for the:
- Regioselective hydrogenation of thebaine to synthesize tetrahydrothebaine.
- Enantioselective reductive amination of α-ketoacids with benzylamines to synthesize α-N-benzylamino acids.
- Stereoselective hydrogenation of α-(hydroxymethyl)-acrylate derivatives to synthesize 3-hydroxy-2-methylpropanoates.
General description
[1,4-Bis(diphenylphosphino)butane](1,5-cyclooctadiene)rhodium(I) tetrafluoroborate is a rhodium-based catalyst used for regioselective hydrogenation and enantioselective reductive amination reactions.
signalword
Warning
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Akihiro Takemiya et al.
Journal of the American Chemical Society, 128(18), 6042-6043 (2006-05-04)
The intramolecular anti-Markovnikov hydroamination of 1-(3-aminopropyl)vinylarenes in the presence of a readily available rhodium catalyst to form 3-arylpiperidines is reported. In contrast to intermolecular hydroamination of vinylarenes, which occurred in high yields in the presence of rhodium catalysts containing DPEphos
Christopher J Lata et al.
Journal of the American Chemical Society, 132(1), 131-137 (2009-12-09)
The addition of Lewis acids such as trispentafluoroboron as cocatalysts has been found to have a dramatic effect on the Rh-catalyzed hydroboration of olefins with pinacol borane. For example, aliphatic olefins do not react at all in noncoordinating solvents, but
Dariusz Gołowicz et al.
ChemistryOpen, 8(2), 196-200 (2019-03-01)
Low-field benchtop nuclear magnetic resonance (BT-NMR) spectrometers with Halbach magnets are being increasingly used in science and industry as cost-efficient tools for the monitoring of chemical reactions, including hydrogenation. However, their use of low-field magnets limits both resolution and sensitivity.
Andrey N Pravdivtsev et al.
Chemphyschem : a European journal of chemical physics and physical chemistry, 21(7), 667-672 (2020-01-04)
Nuclear Magnetic Resonance (NMR) is an intriguing quantum-mechanical effect that is used for routine medical diagnostics and chemical analysis alike. Numerous advancements have contributed to the success of the technique, including hyperpolarized contrast agents that enable real-time imaging of metabolism
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