Issue 1, 2017

A highly selective synthesis of new alkenylsilsesquioxanes by hydrosilylation of alkynes

Abstract

Hydrosilylation of a wide group of mono- and disubstituted (symmetrical and nonsymmetrical) alkynes with 1-dimethylsiloxy-3,5,7,9,11,13,15-heptaisobutylpentacyclo-[9.5.1.13,9.15,15.17,13]octasiloxane ((HSiMe2O)(i-Bu)7Si8O12, 1) in the presence of Karstedt's catalyst (Pt2(dvs)3) has been performed for the first time. A series of new 1,2-(E)-disubstituted and 1,1,2-(E)-trisubstituted ethenes with a silsesquioxane moiety were selectively afforded and fully characterized. On the basis of nuclear magnetic resonance (NMR) and infrared spectroscopy (in situ FT-IR and/or FT-IR), the influence of alkyne structure and reaction conditions on the stereoselectivity as well as on the progress of triple bond hydrosilylation catalyzed by Pt2(dvs)3 was explained. The results of the studies clearly indicated for which reagents the developed procedures lead to alkenylsilsesquioxanes with almost stoichiometric yields in short time, and for which other catalytic systems or methods should be considered.

Graphical abstract: A highly selective synthesis of new alkenylsilsesquioxanes by hydrosilylation of alkynes

Supplementary files

Article information

Article type
Paper
Submitted
02 Nov 2016
Accepted
18 Nov 2016
First published
30 Nov 2016

Dalton Trans., 2017,46, 158-164

A highly selective synthesis of new alkenylsilsesquioxanes by hydrosilylation of alkynes

A. Franczyk, K. Stefanowska, M. Dutkiewicz, D. Frąckowiak and B. Marciniec, Dalton Trans., 2017, 46, 158 DOI: 10.1039/C6DT04190F

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