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:
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
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.
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.
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
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
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
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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