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Issue 47, 2016
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1,1′-Diacetyloctamethylferrocene: an overlooked and overdue synthon leading to the facile synthesis of an octamethylferrocenophane

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Abstract

This paper describes the facile preparation of 1,1′-diacetyloctamethylferrocene (2) by acylation of octamethylferrocene (1) with acetyl chloride. Chloroformylation with POCl3/DMF of 2 affords a variety of products, including 1,1′-bis-(1-chlorovinyl)octamethylferrocene (3b) in high yield. Compound 3b cyclises in aqueous sodium hydroxide/DMF to an octamethyl[1,4]-ferrocenophane bearing a 1-dimethylaminobuta-1,3-diene-handle (4).

Graphical abstract: 1,1′-Diacetyloctamethylferrocene: an overlooked and overdue synthon leading to the facile synthesis of an octamethylferrocenophane

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Publication details

The article was received on 03 Oct 2016, accepted on 17 Oct 2016 and first published on 17 Oct 2016


Article type: Communication
DOI: 10.1039/C6DT03820D
Citation: Dalton Trans., 2016,45, 18817-18821
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    1,1′-Diacetyloctamethylferrocene: an overlooked and overdue synthon leading to the facile synthesis of an octamethylferrocenophane

    M. Roemer, B. W. Skelton, M. J. Piggott and G. A. Koutsantonis, Dalton Trans., 2016, 45, 18817
    DOI: 10.1039/C6DT03820D

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