Issue 6, 2011

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

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

Supplementary files

Article information

Article type
Communication
Submitted
21 Dec 2010
Accepted
26 Jan 2011
First published
27 Jan 2011

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

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

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements