Issue 23, 2014

Silicone dendrons and dendrimers from orthogonal SiH coupling reactions

Abstract

There are many potential applications for precise, large molecular weight silicone structures. The available elegant routes to silicone dendrimers are compromised by the use of reactions that involve acid/base formation: either type of catalyst can initiate silicone equilibration, which can lead to the loss of structural integrity of the dendrimers. Platinum-catalyzed hydrosilylation and B(C6F5)3-catalyzed Piers Rubinsztajn reactions were shown to be orthogonal. Sequential utilization of the two reactions can be applied both convergently and divergently to prepare both silicone dendrons and dendrimers. Precise silicone compounds of molecular weights in excess of 13 500 g mol−1 were prepared in good to excellent yield without the problems of degradative metathesis.

Graphical abstract: Silicone dendrons and dendrimers from orthogonal SiH coupling reactions

Supplementary files

Article information

Article type
Paper
Submitted
14 May 2014
Accepted
11 Aug 2014
First published
20 Aug 2014

Polym. Chem., 2014,5, 6728-6739

Author version available

Silicone dendrons and dendrimers from orthogonal SiH coupling reactions

J. B. Grande, T. Urlich, T. Dickie and M. A. Brook, Polym. Chem., 2014, 5, 6728 DOI: 10.1039/C4PY00680A

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