Issue 43, 2013
From the journal:

Chemical Communications

Synthesis and Lewis acid properties of a ferrocene-based planar-chiral borenium cation†

Jiawei Chen,a   Roger A. Lalancettea  and  Frieder Jäkle*a  

* Corresponding authors

a Department of Chemistry, Rutgers University-Newark, 73 Warren Street, Newark, NJ, USA
E-mail: fjaekle@rutgers.edu
Fax: +1 973 353 1264
Tel: +1 973 353 5064

Abstract

The first planar chiral ferrocenylborenium species (pR)-3+ is obtained in the enantiopure form by halide abstraction from the corresponding chloroborane adduct (pR)-2 using Krossing's salt. Competition experiments suggest that the Lewis acidity of (pR)-3+ is higher than that of B(C6F5)3 towards anions and slightly lower towards neutral Lewis bases. The ferrocenylborenium species (pR)-3+ is examined as a catalyst for the stereoselective hydrosilylation of ketones.

Graphical abstract: Synthesis and Lewis acid properties of a ferrocene-based planar-chiral borenium cation

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Article information

DOI
https://doi.org/10.1039/C3CC41556B
Article type
Communication
Submitted
28 Feb 2013
Accepted
26 Mar 2013
First published
26 Mar 2013

Chem. Commun., 2013,49, 4893-4895

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Synthesis and Lewis acid properties of a ferrocene-based planar-chiral borenium cation

J. Chen, R. A. Lalancette and F. Jäkle, Chem. Commun., 2013, 49, 4893 DOI: 10.1039/C3CC41556B

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