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Zeitschrift für Naturforschung B

A Journal of Chemical Sciences


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1865-7117
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Volume 71, Issue 3

Issues

Thermal behavior of benzobis(tetraethyldisilacyclobutene)

Akinobu Naka
  • Corresponding author
  • Department of Life Science, Kurashiki University of Science and the Arts, 2640 Nishinoura, Tsurajima-cho, Kurashiki, Okayama 712-8505, Japan
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/ Kazunari Yoshizawa / Mitsuo Ishikawa
  • Faculty of Engineering, Department of Applied Chemistry, Hiroshima University, Higashi-Hiroshima 739-8527, Japan
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Published Online: 2016-02-09 | DOI: https://doi.org/10.1515/znb-2015-0155

Abstract

The thermolysis of benzo[1,2:4,5]bis(1,1,2, 2-tetraethyl-1,2-disilacyclobut-3-ene) (1) in the presence of ethylene in an autoclave at 250 °C for 24 h afforded two products, compound 2, consisting of one molecule of 1 and two ethylene molecules, and compound 3, arising from two molecules of 1 and three molecules of ethylene in 60 and 20 % yields, respectively. The reaction of 1 with phenylacetylene at 150 °C for 24 h gave a mixture of regio-isomers 4a and 4b, arising from the insertion of the triple bond of phenylacetylene into two silicon–silicon bonds in 1 in 86 % combined yield. The reaction of 1 with 1-hexyne at 150 °C for 24 h again produced two regio-isomers 5a and 5b in 85 % combined yield.

Keywords: benzobis(disilacyclobutene); biradical species; silicon–silicon bond; thermal reaction; [2+1] concerted pathway

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About the article

Corresponding author: Akinobu Naka, Department of Life Science, Kurashiki University of Science and the Arts, 2640 Nishinoura, Tsurajima-cho, Kurashiki, Okayama 712-8505, Japan, e-mail:


Received: 2015-09-18

Accepted: 2015-11-26

Published Online: 2016-02-09

Published in Print: 2016-03-01


Citation Information: Zeitschrift für Naturforschung B, Volume 71, Issue 3, Pages 227–230, ISSN (Online) 1865-7117, ISSN (Print) 0932-0776, DOI: https://doi.org/10.1515/znb-2015-0155.

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