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1,1'-Bis(phenylphosphinidene)ferrocene

Catalog Number
ACM72954064-1
Product Name
1,1'-Bis(phenylphosphinidene)ferrocene
Structure
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CAS
72954-06-4
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Synonyms
72954-06-4;DTXSID20746599;1,1 inverted exclamation marka-(Ferrocenediyl)phenylphosphine;1,1 inverted exclamation marka-Bis(phenylphosphinidene)ferrocene;Iron(2+) 1,1'-(phenylphosphanediyl)di(cyclopenta-2,4-dien-1-ide);
IUPAC Name
di(cyclopenta-2,4-dien-1-yl)-phenylphosphane;iron(2+);
Molecular Weight
292.099g/mol
Molecular Formula
C16H13FeP;
Canonical SMILES
C1=CC=C(C=C1)P([C-]2C=CC=C2)[C-]3C=CC=C3.[Fe+2];
InChI
InChI=1S/C16H13P.Fe/c1-2-8-14(9-3-1)17(15-10-4-5-11-15)16-12-6-7-13-16;/h1-13H;/q-2;+2;
InChI Key
GQRVFMXNDVZWJD-UHFFFAOYSA-N;
Storage
2-8°C
Complexity
204
Covalently-Bonded Unit Count
2
Exact Mass
292.01g/mol
H-Bond Acceptor
2
Heavy Atom Count
18
Monoisotopic Mass
292.01g/mol
Rotatable Bond Count
3
Topological Polar Surface Area
0A^2
Application
1,1'-Bis(phenylphosphinidene)ferrocene serves as a versatile reactant in several key chemical transformations. It is utilized in the synthesis of macrocyclic tridentate ferrocenylphosphine ligands and the formation of phosphorus-bridged ferrocenophanes exhibiting both syn and anti conformations. In combination with phenyllithium and chlorophosphine, it facilitates the creation of ferrocenediyl ligands and their rhodium complex catalysts, which are instrumental in the selective hydroformylation of alkenes. Additionally, its application extends to ring-opening reactions via ring slippage and the preparation of palladium chloro (ferrocene-bridged)phosphine-phosphonite complexes, which are used to catalyze the Heck reaction of iodobenzene with methyl acrylate.
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