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Yang T, Dangi BB, Thomas AM, et al. Gas-Phase Synthesis of 1-Silacyclopenta-2,4-diene. Angew Chem Int Ed Engl. 2016;55(28):7983-7doi: 10.1002/anie.201602064.
Yang, T., Dangi, B. B., Thomas, A. M., Sun, B. J., Chou, T. J., Chang, A. H., & Kaiser, R. I. (2016). Gas-Phase Synthesis of 1-Silacyclopenta-2,4-diene. Angewandte Chemie (International ed. in English), 55(28), 7983-7. https://doi.org/10.1002/anie.201602064
Yang, Tao, et al. "Gas-Phase Synthesis of 1-Silacyclopenta-2,4-diene." Angewandte Chemie (International ed. in English) vol. 55,28 (2016): 7983-7. doi: https://doi.org/10.1002/anie.201602064
Yang T, Dangi BB, Thomas AM, Sun BJ, Chou TJ, Chang AH, Kaiser RI. Gas-Phase Synthesis of 1-Silacyclopenta-2,4-diene. Angew Chem Int Ed Engl. 2016 Jul 04;55(28):7983-7. doi: 10.1002/anie.201602064. Epub 2016 May 24. PMID: 27219669.
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Angew Chem Int Ed Engl. 2016 Jul 04;55(28):7983-7. doi: 10.1002/anie.201602064. Epub 2016 May 24.

Gas-Phase Synthesis of 1-Silacyclopenta-2,4-diene.

Angewandte Chemie (International ed. in English)

Tao Yang, Beni B Dangi, Aaron M Thomas, Bing-Jian Sun, Tzu-Jung Chou, Agnes H H Chang, Ralf I Kaiser

Affiliations

  1. Department of Chemistry, University of Hawai'i at Manoa, Honolulu, HI, 96822, USA.
  2. Department of Chemistry, National Dong Hwa University, Shoufeng, Hualien, 974, Taiwan.
  3. Department of Chemistry, National Dong Hwa University, Shoufeng, Hualien, 974, Taiwan. [email protected].
  4. Department of Chemistry, University of Hawai'i at Manoa, Honolulu, HI, 96822, USA. [email protected].

PMID: 27219669 DOI: 10.1002/anie.201602064

Abstract

Silole (1-silacyclopenta-2,4-diene) was synthesized for the first time by the bimolecular reaction of the simplest silicon-bearing radical, silylidyne (SiH), with 1,3-butadiene (C4 H6 ) in the gas phase under single-collision conditions. The absence of consecutive collisions of the primary reaction product prevents successive reactions of the silole by Diels-Alder dimerization, thus enabling the clean gas-phase synthesis of this hitherto elusive cyclic species from acyclic precursors in a single-collision event. Our method opens up a versatile and unconventional path to access a previously rather obscure class of organosilicon molecules (substituted siloles), which have been difficult to access through classical synthetic methods.

© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: gas-phase reactions; mass spectrometry; reaction dynamics; silole; single-collision conditions

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