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Phosphorous Ligands for Catalysis
| Applications
dppeO
Formula:
(C6H5)2P(CH2)2P(O)(C6H5)2
= C26H24OP2
Molecular Weight:
414.4
CAS Registry
Number: [984-43-0]
CA Index Name:
Phosphine oxide,
[2-(diphenylphosphino)ethyl]diphenyl-
Other Names:
1,2-Bis(diphenylphosphino)ethane
mono-oxide
1,2-Bis(diphenylphosphino)ethane
monooxide
1,2-Bis(diphenylphosphino)ethane
monoxide
1,2-Bis(diphenylphosphino)ethane
oxide
[2-(Diphenylphosphino)ethyl]diphenylphosphine
oxide
Abbreviated Name:
dppeO
Air- and
moisture-stable white powder or
crystals, m. p. 193-197 oC
Uses: Ligand for
highly efficient and selective metal
catalysts.
Building block for
heteropolymetallic compounds and
materials.
1.
Rh-catalyzed carbonylation of methanol
(the Monsanto Acetic Acid Process
which accounts for >55% of all
acetic acid produced world-wide) under
exceedingly mild conditions (80
oC and 50 psig CO) at
industrial production rates (turnover
frequency = ca. 400 h-1).
Can also be used for ethanol
carbonylation: J.
Chem. Soc., Chem. Commun. 1987,
1891. U.S.
4,670,570.
2.
Carbonylation
of MeOH to methyl acetate in the
presence of dppeO/Rh catalysts: Eur. Pat. Appl. EP 171804.
3.
Rh-catalyzed carbonylation of
esters to carboxylic acid anhydrides: U.S.
4,563.309.
4.
Isomerisation of methyl formate to
acetic acid: PCT
Int. Appl. 8600889.
5.
Rh-catalyzed hydroformylation of
olefins in the presence of dppeO
occurs with uncommonly high
selectivity toward the desired linear
product: U.S. 4,522,933,
4,491,675, and 4,593,011.
6.
Pd-catalyzed hydrocarboxylation of
olefins with uncommonly high
selectivity toward linear acids: Izv.
Akad. Nauk SSSR, Ser. Khim. 1992,
2003.
7.
Asymmetric allylic alkylation in the
presence of cinchonidinium salts as
chiral phase-transfer catalysts: J.
Org. Chem. 2002,
67, 7418.
8.
Synthesis of materials: Chem.
Commun. 2002, 520.
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