Electrochemically induced aromatic nucleophilic substitution in p-diiodobenzene with [( η5-C 5H 5)Fe(CO) 2] − and [( η5-C 5H 5)W(CO) 3] −-anions

The reactions of p-diiodobenzene with [( η 5-C 5H 5)Fe(CO) 2] − and [( η 5-C 5H 5W(CO) 3] − were studied using a complex of electrochemical techniques (cyclic voltammetry, rotating ring-disk electrode and preparative scale electrolysis). For [( η 5-C 5H 5)Fe(CO) 2] − it was shown that aromatic nucle...

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Bibliographic Details
Published in:	Journal of organometallic chemistry Vol. 487; no. 1; pp. 163 - 166
Main Authors:	Magdesieva, T.V., Kukhareva, I.I., Artamkina, G.A., Beletskaya, I.P., Butin, K.P.
Format:	Journal Article
Language:	English
Published:	Elsevier B.V 08-02-1995
Subjects:	Bond activation Electrochemistry Iron Tungsten Electrochemistry Iron Bond activation Tungsten
Online Access:	Get full text
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Summary:	The reactions of p-diiodobenzene with [( η 5-C 5H 5)Fe(CO) 2] − and [( η 5-C 5H 5W(CO) 3] − were studied using a complex of electrochemical techniques (cyclic voltammetry, rotating ring-disk electrode and preparative scale electrolysis). For [( η 5-C 5H 5)Fe(CO) 2] − it was shown that aromatic nucleophilic substitution of either one or two iodine atoms in p-diiodobenzene for η 5-cyclopentadienylirondicarbonyl can be performed through electrochemical activation of the aryl halide. The ratio of ( η 5-C 5H 5)Fe(CO) 2C 6H 4I and ( η 5-C 5H 5)Fe(CO) 2C 6H 4Fe(CO) 2( η 5-C 5H 5) was shown to depend strongly on the electrolysis conditions: electrode potential electrolysis duration, etc. The yield of ( η 5-C 5H 5)Fe(CO) 2C 6H 4Fe(CO) 2( η 5-C 5H 5) can be considerably increased when ( η 5-C 5H 5)Fe(CO) 2C 6H 4I is taken as a starting compound. For [( η 5-C 5H 5)W(CO) 3I − the main product of the reaction with p-diiodobenzene is ( η 5-C 5H 5)W(CO) 3I.
ISSN:	0022-328X 1872-8561
DOI:	10.1016/0022-328X(94)05077-O