Issue 30, 2012
From the journal:

Dalton Transactions

[2.2]Paracyclophane derived bisphosphines for the activation of hydrogen by FLPs: application in domino hydrosilylation/hydrogenation of enones†

Lutz Greb,a   Pascual Oña-Burgos,b   Adam Kubas,c   Florian C. Falk,a   Frank Breher,b   Karin Finkc  and  Jan Paradies*a  

* Corresponding authors

a Karlsruhe Institute of Technology, Institute of Organic Chemistry, Fritz-Haber Weg 6, 76131 Karlsruhe, Germany
E-mail: jan.paradies@kit.edu
Fax: +49 721 608 45637
Tel: +49 721 608 45344

b Karlsruhe Institute of Technology, Institute of Inorganic Chemistry, Engesserstrasse 15, 76131 Karlsruhe, Germany
E-mail: frank.breher@kit.edu
Fax: +49 721 608 47021
Tel: +49 721 608 44855

c Karlsruhe Institute of Technology, Institute of Nanotechnology, Hermann-von-Helmholtz-Platz 1, 76344 Eggenstein-Leopoldshafen, Germany
E-mail: Karin.fink@kit.edu
Tel: +49 721 608 26411

Abstract

The heterolytic splitting of hydrogen by two types of [2.2]paracyclophane derived bisphosphines (1, 2a and 2b) in combination with tris(pentafluorophenyl)borane (3) at room temperature is described. The corresponding frustrated Lewis pairs (FLPs) exhibit different behavior in the activation of hydrogen. This results from diverse steric and electronic properties of the bisphosphines. The reactivity of the frustrated Lewis pairs was exploited in the first diastereoselective domino hydrosilylation/hydrogenation reaction catalyzed by FLPs.

Graphical abstract: [2.2]Paracyclophane derived bisphosphines for the activation of hydrogen by FLPs: application in domino hydrosilylation/hydrogenation of enones

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Article information

DOI
https://doi.org/10.1039/C2DT30374D
Article type
Paper
Submitted
16 Feb 2012
Accepted
22 Mar 2012
First published
22 Mar 2012

Dalton Trans., 2012,41, 9056-9060

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[2.2]Paracyclophane derived bisphosphines for the activation of hydrogen by FLPs: application in domino hydrosilylation/hydrogenation of enones

L. Greb, P. Oña-Burgos, A. Kubas, F. C. Falk, F. Breher, K. Fink and J. Paradies, Dalton Trans., 2012, 41, 9056 DOI: 10.1039/C2DT30374D

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