Issue 6, 2011
From the journal:

Organic & Biomolecular Chemistry

A convenient pathway to Sm(ii)-mediated chemistry in acetonitrile†‡

Todd Maisano,a   Kevin E. Tempest,a   Dhandapani V. Sadasivama  and  Robert A. Flowers, II*a  

* Corresponding authors

a Department of Chemistry, Lehigh University, Bethlehem, USA
E-mail: rof2@lehigh.edu
Tel: (011)610-758-4048

Abstract

In this communication we show that the instability of samarium diiodide (SmI2) in acetonitrile is a consequence of ionization of the reductant in this solvent. Samarium triflate (Sm(OTf)2) is exceptionally stable in acetonitrile for periods over six months and can be used with appropriate additives to initiate a ketyl–olefin coupling reaction in high yield.

Graphical abstract: A convenient pathway to Sm(ii)-mediated chemistry in acetonitrile

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Article information

DOI
https://doi.org/10.1039/C0OB01229G
Article type
Communication
Submitted
21 Dec 2010
Accepted
26 Jan 2011
First published
27 Jan 2011

Org. Biomol. Chem., 2011,9, 1714-1716

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A convenient pathway to Sm(II)-mediated chemistry in acetonitrile

T. Maisano, K. E. Tempest, D. V. Sadasivam and R. A. Flowers, II, Org. Biomol. Chem., 2011, 9, 1714 DOI: 10.1039/C0OB01229G

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