Single step synthesis of an ethynylferrocenyl-[4]-ferrocenophane

Schöllhorn Bernd (1) , Anna Serra-Muns (2) , Peter Mayer (3) , Dany Capitao (1) , Claire Fave (4) , Bernd Schöllhorn (1)

1 LEM (UMR_7591) - Laboratoire d'Electrochimie Moléculaire
2 PASTEUR - Processus d'Activation Sélective par Transfert d'Energie Uni-électronique ou Radiatif (UMR 8640)
3 TU Darmstadt - Technische Universität Darmstadt - Technical University of Darmstadt
4 ITODYS (UMR_7086) - Interfaces, Traitements, Organisation et Dynamique des Systèmes

A single step preparation of a novel [4]-ferrocenophane containing an ethynyl-ferrocene directly connected to the unsaturated heteroannular bridge starting from 1,10-diformyl-ferrocene is reported. The suggested mechanism involves the reaction of water with the unstable diethynyl-ferrocene intermediate. The crystallographic structure of this multi-functional molecule has been resolved.

Keywords: Ferrocene; Ferrocenophane; Bestmann–Ohira; Crystal structure

Domains: Chemical Sciences; Theoretical and/or physical chemistry; Chemical Sciences; Organic chemistry; Chemical Sciences; Coordination chemistry; Chemical Sciences; Cristallography

Schöllhorn Bernd, Anna Serra-Muns, Peter Mayer, Dany Capitao, Claire Fave, et al.. Single step synthesis of an ethynylferrocenyl-[4]-ferrocenophane. Tetrahedron Letters, 2015, 56 (30), pp.4537-4540. ⟨10.1016/j.tetlet.2015.06.001⟩. ⟨hal-02315097⟩