1, 1′-Diacetyloctamethylferrocene: an overlooked and overdue synthon leading to the facile synthesis of an octamethylferrocenophane. Issue 47 (24th October 2016)

• Record Type: Journal Article
• Authors: Roemer, Max; Skelton, Brian W.; Piggott, Matthew J.; Koutsantonis, George A.
• Is Part Of: Dalton transactions. Volume 45:Issue 47(2016)
• Page Start: 18817
• Page End: 18821
• Publication Date: 2016-10-24
• Subjects: Chemistry, Inorganic -- Periodicals; Chemistry, Physical and theoretical -- Periodicals; Chemistry, Inorganic -- Periodicals; 546.05
• DOI: 10.1039/c6dt03820d
• Languages: English
• ISSNs: 1477-9226

Abstract

Abstract : Surprisingly easy access to versatile synthons: high yielding acylation, chloroformylation and intramolecular cyclisation reaction to a ferrocenophane. Abstract : This paper describes the facile preparation of 1, 1′-diacetyloctamethylferrocene (2 ) by acylation of octamethylferrocene (1 ) with acetyl chloride. Chloroformylation with POCl3 /DMF of2 affords a variety of products, including 1, 1′-bis-(1-chlorovinyl)octamethylferrocene (3b ) in high yield. Compound3b cyclises in aqueous sodium hydroxide/DMF to an octamethyl[1, 4]-ferrocenophane bearing a 1-dimethylaminobuta-1, 3-diene-handle (4 ).