Publikation: Thietane and Selenetane Complexes by Thermal Cycloaddition of Vinyl Ethers to Transition-Metal-Coordinated Thio- and Selenoaldehydes – Crystal Structure of Pentacarbonyl(7-phenyl-2-oxa-8-thiabicyclo[4.2.0]octane-S)tungsten(0)
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Pentacarbonyl(thiobenzaldehyde)tungsten und pentacarbonyl(selenobenzaldehyde)tungsten (1a and 1b) undergo a thermal [2 + 2] cycloaddition with several vinyl ethers to give highly substituted transition metal-coordinated thietanes and selenetanes. The addition is highly regio- and stereospecific. The products undergo acid-catalyzed rearrangements, which lead to thermodynamically more stable diastereomers of the thietanes and selenetanes. The stereochemistry of both addition and rearrangement was established by reaction of deuterium-labeled vinyl ethers and by reaction of the cis and trans isomers of ethyl propenyl ether. The crystal structure of the bicyclic addition product of 1a and 3,4-dihydro-2H-pyran is reported.
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FISCHER, Helmut, Claudia KALBAS, Rüdiger STUMPF, 1996. Thietane and Selenetane Complexes by Thermal Cycloaddition of Vinyl Ethers to Transition-Metal-Coordinated Thio- and Selenoaldehydes – Crystal Structure of Pentacarbonyl(7-phenyl-2-oxa-8-thiabicyclo[4.2.0]octane-S)tungsten(0). In: Chemische Berichte. 1996, 129(10), pp. 1169-1175. ISSN 0009-2940. eISSN 1099-0682. Available under: doi: 10.1002/cber.19961291005BibTex
@article{Fischer1996Thiet-23058, year={1996}, doi={10.1002/cber.19961291005}, title={Thietane and Selenetane Complexes by Thermal Cycloaddition of Vinyl Ethers to Transition-Metal-Coordinated Thio- and Selenoaldehydes – Crystal Structure of Pentacarbonyl(7-phenyl-2-oxa-8-thiabicyclo[4.2.0]octane-S)tungsten(0)}, number={10}, volume={129}, issn={0009-2940}, journal={Chemische Berichte}, pages={1169--1175}, author={Fischer, Helmut and Kalbas, Claudia and Stumpf, Rüdiger} }
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