(Benzylideneacetone)iron tricarbonyl is the organoiron compound with the formula (C6H5CH=CHC(O)CH3)Fe(CO)3. It is a reagent for transferring the Fe(CO)3 unit.[1] This red-colored compound is commonly abbreviated (bda)Fe(CO)3.
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C13H10FeO4 | |
Molar mass | 286.060 |
Appearance | Red solid |
Melting point | 88 to 89 °C (190 to 192 °F; 361 to 362 K) |
slightly soluble | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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(bda)Fe(CO)3 is an example of a complex of an η2-ketone. It is a piano stool complex. The compound is characterized by IR bands at 2065, 2005, and 1985 cm−1 (cyclohexane solution), the three bands being indicative of the low symmetry of the complex, which is chiral.
It is prepared by the reaction of Fe2(CO)9 with benzylideneacetone.[2]
(bda)Fe(CO)3 sometimes reacts with Lewis bases to give adducts without displacement of the bda.[3] The reagents of the type (bda)Fe(CO)2(PR3) function as sources of "Fe(CO)2(PR3)" (R = aryl, etc.).[4]
Other sources of Fe(CO)3 are Fe2(CO)9 and Fe(CO)3(cyclooctene)2. The latter is highly reactive and thermally sensitive. Imine derivatives of cinnamaldehyde, e.g. C6H5CH=CHC(H)=NC6H5, also form reactive Fe(CO)3 adducts, which have been shown to be superior in some ways to (bda)Fe(CO)3.[5]