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A general diastereoselective synthesis of highly functionalized ferrocenyl ambiphiles enabled on a large scale by electrochemical purification

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Abstract

A general synthesis of highly functionalized ferrocenes, which include (P,B)- and (N,B)-ambiphiles, has been developed at a multigram scale. Diastereoselective stepwise modification of di-tert-butylated ferrocenes included the unprecedented separation of electroactive species. Bulky alkyl groups on ferrocenes ensure planar chirality of ambiphiles and enforce closer proximity of antagonist Lewis functions.

Graphical abstract: A general diastereoselective synthesis of highly functionalized ferrocenyl ambiphiles enabled on a large scale by electrochemical purification

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Publication details

The article was received on 30 Mar 2017, accepted on 10 May 2017 and first published on 11 May 2017


Article type: Communication
DOI: 10.1039/C7CC02469J
Citation: Chem. Commun., 2017, Advance Article
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    A general diastereoselective synthesis of highly functionalized ferrocenyl ambiphiles enabled on a large scale by electrochemical purification

    E. Lerayer, P. Renaut, J. Roger, N. Pirio, H. Cattey, C. H. Devillers, D. Lucas and J. Hierso, Chem. Commun., 2017, Advance Article , DOI: 10.1039/C7CC02469J

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