Addition of Free Me2Ge: to Alkenes and Alkynes on Glass Surfaces in the Presence of Water

Traces of water on glass surfaces (even after heating) can decisively influence the course of a reaction. This is shown by the reactions of Me2Ge: with alkenes such as acrylonitrile and alkynes such as phenylacetylene in “anhydrous” medium. These reactions afforded poor yields of 1 and 2, respective...

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Veröffentlicht in:Angewandte Chemie International Edition 1989-08, Vol.28 (8), p.1028-1029
Hauptverfasser: Neumann, Wilhelm P., Sakurai, Hideki, Billeb, Gilbert, Brauer, Hartmut, Köcher, Jürgen, Viebahn, Sabine
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container_end_page 1029
container_issue 8
container_start_page 1028
container_title Angewandte Chemie International Edition
container_volume 28
creator Neumann, Wilhelm P.
Sakurai, Hideki
Billeb, Gilbert
Brauer, Hartmut
Köcher, Jürgen
Viebahn, Sabine
description Traces of water on glass surfaces (even after heating) can decisively influence the course of a reaction. This is shown by the reactions of Me2Ge: with alkenes such as acrylonitrile and alkynes such as phenylacetylene in “anhydrous” medium. These reactions afforded poor yields of 1 and 2, respectively. On the other hand, reaction in the presence of water and silica gel gave 1 and 2 in nearly quantitative yield; the presence of water alone did not increase the yield. These findings indicate that acidic H atoms, formed on the silica surface, are essential for the reaction of the expected products with water.
doi_str_mv 10.1002/anie.198910281
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title Addition of Free Me2Ge: to Alkenes and Alkynes on Glass Surfaces in the Presence of Water
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