Journal of Integrative Natural Science (통합자연과학논문집)

The Basic Science Institute Chosun University (조선대학교 기초과학연구원)
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Disproportionation/Dehydrocoupling of Endocrine Disruptor, Tributyltin Hydride to Polystannanes Using Cp′2TiCl2/N-Selectride (Cp' = Cp' = C5H5, Cp; Me-C5H4, Me-Cp; Me5C5, Cp*) Catalyst

  • Park, Jaeyoung (Department of Biotechnology, Chosun University) ;
  • Kim, Seongsim (Department of Biotechnology, Chosun University) ;
  • Lee, Beomgi (Department of Biotechnology, Chosun University) ;
  • Cheong, Hyeonsook (Department of Biotechnology, Chosun University) ;
  • Lee, Ki Bok (Department of Chemistry and Nanotechnology Research Center, Chonnam National University) ;
  • Woo, Hee-Gweon (Department of Chemistry and Nanotechnology Research Center, Chonnam National University)
  • Received : 2013.02.26
  • Accepted : 2013.03.25
  • Published : 2013.03.30
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Abstract

Tributyltin hydride ($n-Bu_3SnH$), an endocrine disruptor, was slowly polymerized by the group 4 ${Cp^{\prime}}_2TiCl_2/N$-selectride (Cp' = $C_5H_5$, Cp; $Me-C_5H_4$, Me-Cp; $Me_5C_5$, $Cp^*$) catalyst combination to give two phases of products: one is an insoluble cross-linked solid, polystannane in 3-25% yield as minor product via disproportionation/dehydrocoupling combination process, and the other is an oil, hexabutyldistannane in 65-90% yield as major product via simple dehydrocoupling process. Disproportionation/dehydrocoupling process first produced a low-molecular-weight oligostannane possessing partial backbone Sn-H bonds which then underwent an extensive cross-linking reaction of backbone Sn-H bonds, resulting in the formation of an insoluble polystannane. The disproportionation/dehydrocoupling of a tertiary hydrostannane mediated by early transition metallocene/inorganic hydride is quite unusual and applicable.

Keywords

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