Thermal behavior of benzobis(tetraethyldisilacyclobutene)

Author:

Naka Akinobu1,Yoshizawa Kazunari2,Ishikawa Mitsuo3

Affiliation:

1. Department of Life Science, Kurashiki University of Science and the Arts, 2640 Nishinoura, Tsurajima-cho, Kurashiki, Okayama 712-8505, Japan

2. Institute for Materials Chemistry and Engineering, Kyushu University, Fukuoka 819-0395, Japan

3. Faculty of Engineering, Department of Applied Chemistry, Hiroshima University, Higashi-Hiroshima 739-8527, Japan

Abstract

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.

Publisher

Walter de Gruyter GmbH

Subject

General Chemistry

Reference15 articles.

1. M. Ishikawa, H. Sakamoto, T. Tabuchi, Organometallics1991, 10, 3173.

2. A. Naka, M. Ishikawa, Synlett1995, 794.

3. A. Naka, M. Hayashi, S. Okazaki, M. Ishikawa, Organometallics1994, 13, 4994.

4. T. Kusukawa, Y. Kabe, B. Nestler, W. Ando, Organometallics1995, 14, 256.

5. Y. Uchimaru, M. Tanaka, J. Organomet. Chem.1996, 521, 335.

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