(+)-1,2-BIS((2S,5S)-2,5-DIPHENYLPHOSPHOLANO)ETHANE - CAS 824395-67-7

(+)-1,2-BIS((2S,5S)-2,5-DIPHENYLPHOSPHOLANO)ETHANE is a chiral phosphine ligand for enantioselective synthesis with high yield and high enantioselective results.

Product Information

Canonical SMILES
C1C[C@H](P(CCP2[C@@H](CC[C@H]2c3ccccc3)c4ccccc4)[C@@H]1c5ccccc5)c6ccccc6
Purity
95%
MDL
MFCD07369028
Physical State
Solid
Storage
Inert atmosphere. Keep cold.
Melting Point
144ºC
Solubility
Sparingly Soluble (3.2E-5 g/L) (25 °C).
TSCA
No
WGK Germany
3

Safety Information

Signal Word
Warning
Precautionary Statement
P261 - P280 - P301+P312 - P302+P352 - P305+P351+P338
Hazard Statements
H302 - H315 - H319 - H335

Reference Reading

1.Rapid Asymmetric Transfer Hydroformylation (ATHF) of Disubstituted Alkenes Using Paraformaldehyde as a Syngas Surrogate.
Fuentes JA1, Pittaway R1, Clarke ML2. Chemistry. 2015 Jul 20;21(30):10645-9. doi: 10.1002/chem.201502049. Epub 2015 Jun 25.
As an alternative to conventional asymmetric hydroformylation (AHF), asymmetric transfer hydroformylation (ATHF) by using formaldehyde as a surrogate for syngas is reported. A catalyst derived from commercially available [Rh(acac)(CO)2 ] (acac=acetylacetonate) and 1,2-bis[(2S,5S)-2,5-diphenylphospholano]ethane(1,5-cyclooctadiene) (Ph-BPE) stands out in terms of both activity and enantioselectivity. Remarkably, not only are high selectivities achievable, the reactions are very simple to perform, and higher enantioselectivity (up to 96 % ee) and/or turnover frequencies than those achievable by using the same catalyst (or other leading catalysts) can be obtained by using typical conditions for AHF.
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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