Issue 23, 2007

Ferrocene-containing [2]- and [3]rotaxanes. Preparation via an end-capping cross-metathesis reaction and electrochemical properties

Abstract

Cross-metathesis reactions of terminal olefins with acrylic esters catalyzed by a Ru–carbene complex ((H2IMes)(PCy3)Cl2Ru[double bond, length as m-dash]CHPh, H2IMes = N,N-bis(mesityl)-4,5-dihydroimidazol-2-ylidene) were applied to the end-capping of [2]pseudorotaxanes composed of dibenzo[24]crown-8 (DB24C8) and ferrocenylmethylammonium derivatives as the macrocyclic and axle components. A [3]rotaxane consisting of two DB24C8s and an axle molecule having ferrocenyl groups at both ends was obtained from the cross-metathesis reaction of two [2]pseudorotaxanes with Fe(C5H4CH2OCOCH[double bond, length as m-dash]CH2)2. Cyclic voltammograms of the ferrocene-containing rotaxanes show reversible redox reactions whose potentials vary depending on the presence or absence of cationic dialkylammonium groups in the vicinity of the ferrocene units.

Graphical abstract: Ferrocene-containing [2]- and [3]rotaxanes. Preparation via an end-capping cross-metathesis reaction and electrochemical properties

Supplementary files

Article information

Article type
Paper
Submitted
22 Feb 2007
Accepted
11 Apr 2007
First published
15 May 2007

Dalton Trans., 2007, 2376-2383

Ferrocene-containing [2]- and [3]rotaxanes. Preparation via an end-capping cross-metathesis reaction and electrochemical properties

Y. Suzaki and K. Osakada, Dalton Trans., 2007, 2376 DOI: 10.1039/B702785K

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