Source:http://linkedlifedata.com/resource/pubmed/id/19779193
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
5948
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pubmed:dateCreated |
2009-9-25
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pubmed:abstractText |
Ethylene's cycloadditions to unsaturated hydrocarbons occupy well-established ground in classical organic chemistry. In contrast, its reactivity toward alkene and alkyne analogs of carbon's heavier-element congeners silicon, germanium, tin, or lead has been little explored. We show here that treatment of the distannynes Ar(iPr4)SnSnAr(iPr4) [Ar(iPr4) = C6H3-2,6(C6H3-2,6-iPr2)2, 1] or Ar(iPr8)SnSnAr(iPr8) [Ar(iPr8) = C6H-2,6(C6H2-2,4,6-iPr3)2-3,5-iPr2, 2] with ethylene under ambient conditions affords the cycloadducts Ar(iPr4) Sn(mu2:nu1:n1-C2H4)2Sn Ar(iPr4 (3) or Ar(iPrs) Sn(mu2:nu1:nu1-C2H4)2Sn AriPrs (4) that were structurally and spectroscopically characterized. Ethylene incorporation in 3 and 4 involves tin-carbon sigma bonding and is shown to be fully reversible under ambient conditions; hydrocarbon solutions of 3 or 4 revert to the distannynes 1 or 2 with ethylene elimination under reduced pressure or upon standing at approximately 25 degrees C. Variable-temperature proton nuclear magnetic resonance studies showed that the enthalpies of reaction were near -48 (3) and -27 (4) kilojoules per mole.
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pubmed:commentsCorrections | |
pubmed:language |
eng
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pubmed:journal | |
pubmed:status |
PubMed-not-MEDLINE
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pubmed:month |
Sep
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pubmed:issn |
1095-9203
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pubmed:author | |
pubmed:issnType |
Electronic
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pubmed:day |
25
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pubmed:volume |
325
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
1668-70
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pubmed:dateRevised |
2010-3-9
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pubmed:year |
2009
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pubmed:articleTitle |
Reversible reactions of ethylene with distannynes under ambient conditions.
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pubmed:affiliation |
Department of Chemistry, University of California, One Shields Avenue, Davis, CA 95616, USA.
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pubmed:publicationType |
Journal Article,
Research Support, U.S. Gov't, Non-P.H.S.
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