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Lee VY, Gapurenko OA, Miyazaki S, et al. From a Si3-Cyclopropene to a Si3S-Bicyclo[1.1.0]butane to a Si3S-Cyclopropene to a Si3S2-Bicyclo[1.1.0]butane: Back-and-Forth, and In-Between. Angew Chem Int Ed Engl. 2015;54(47):14118-22doi: 10.1002/anie.201506625.
Lee, V. Y., Gapurenko, O. A., Miyazaki, S., Sekiguchi, A., Minyaev, R. M., Minkin, V. I., & Gornitzka, H. (2015). From a Si3-Cyclopropene to a Si3S-Bicyclo[1.1.0]butane to a Si3S-Cyclopropene to a Si3S2-Bicyclo[1.1.0]butane: Back-and-Forth, and In-Between. Angewandte Chemie (International ed. in English), 54(47), 14118-22. https://doi.org/10.1002/anie.201506625
Lee, Vladimir Ya, et al. "From a Si3-Cyclopropene to a Si3S-Bicyclo[1.1.0]butane to a Si3S-Cyclopropene to a Si3S2-Bicyclo[1.1.0]butane: Back-and-Forth, and In-Between." Angewandte Chemie (International ed. in English) vol. 54,47 (2015): 14118-22. doi: https://doi.org/10.1002/anie.201506625
Lee VY, Gapurenko OA, Miyazaki S, Sekiguchi A, Minyaev RM, Minkin VI, Gornitzka H. From a Si3-Cyclopropene to a Si3S-Bicyclo[1.1.0]butane to a Si3S-Cyclopropene to a Si3S2-Bicyclo[1.1.0]butane: Back-and-Forth, and In-Between. Angew Chem Int Ed Engl. 2015 Nov 16;54(47):14118-22. doi: 10.1002/anie.201506625. Epub 2015 Sep 25. PMID: 26403356.
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Angew Chem Int Ed Engl. 2015 Nov 16;54(47):14118-22. doi: 10.1002/anie.201506625. Epub 2015 Sep 25.

From a Si3-Cyclopropene to a Si3S-Bicyclo[1.1.0]butane to a Si3S-Cyclopropene to a Si3S2-Bicyclo[1.1.0]butane: Back-and-Forth, and In-Between.

Angewandte Chemie (International ed. in English)

Vladimir Ya Lee, Olga A Gapurenko, Shogo Miyazaki, Akira Sekiguchi, Ruslan M Minyaev, Vladimir I Minkin, Heinz Gornitzka

Affiliations

  1. Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba, 1-1-1 Tennodai, Tsukuba 305-8571, Ibaraki (Japan). [email protected].
  2. Institute of Physical and Organic Chemistry, Southern Federal University, 194/2 Stachki Avenue, Rostov on Don 344090 (Russian Federation).
  3. Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba, 1-1-1 Tennodai, Tsukuba 305-8571, Ibaraki (Japan).
  4. Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba, 1-1-1 Tennodai, Tsukuba 305-8571, Ibaraki (Japan). [email protected].
  5. CNRS, LCC, 205 Route de Narbonne, BP 44099 (France).
  6. Université de Toulouse, UPS, INPT, 31077 Toulouse Cedex 4 (France).

PMID: 26403356 DOI: 10.1002/anie.201506625

Abstract

Compact and highly reactive bicyclo[1.1.0]butanes constitute one of the most fascinating classes of organic compounds. Furthermore, interplay of bicyclo[1.1.0]butanes with their valence isomers, such as buta-1,3-dienes and cyclobutenes, is among the fundamental pericyclic transformations in organic chemistry. Herein we report the back-and-forth interconversion between the cyclotrisilenes and thiatrisilabicyclo[1.1.0]butanes, allowing for the synthesis of novel representatives of such classes of highly reactive organometallics. The peculiar structural and bonding features of the newly synthesized compounds, as well as the mechanism of their isomerization, were verified both experimentally and computationally.

© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: NMR spectroscopy; X-ray diffraction; cage compounds; computational chemistry; density functional calculations

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