Issue 47, 2016

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

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

Supplementary files

Article information

Article type
Communication
Submitted
03 Oct 2016
Accepted
17 Oct 2016
First published
17 Oct 2016

Dalton Trans., 2016,45, 18817-18821

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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