Details
Originalsprache | Englisch |
---|---|
Seiten (von - bis) | 1295-1299 |
Seitenumfang | 5 |
Fachzeitschrift | Liebigs Annales |
Ausgabenummer | 8 |
Publikationsstatus | Veröffentlicht - Aug. 1996 |
Abstract
Carbenes generated by metal-catalyzed decomposition of diazo compounds 2 undergo a smooth cycloaddition to the C=S bond of thioketenes 1; products 3 were characterized by spectroscopic means as well as an X-ray structural investigation of 3b. However, photolytic generation of diphenylcarbene from diphenylketene led to an isomeric alkylidenethiirane 4a in the reaction with di-tert-butylthioketene (1a). Analogously, alkylidenethiiranes 3a, b, d, g, h could be photoisomerized to isomers 4a, b, d, g, h. The corresponding rearrangement of S-oxides 8 afforded isomers 9.
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- Allgemeine Chemie
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in: Liebigs Annales, Nr. 8, 08.1996, S. 1295-1299.
Publikation: Beitrag in Fachzeitschrift › Artikel › Forschung › Peer-Review
}
TY - JOUR
T1 - [2 + 1] cycloaddition reaction of dialkylthioketenes with carbenes - Isomerization of the resulting alkylidenethiiranes
AU - Behr, Helmut
AU - Bolte, Oliver
AU - Dräger, Gerald
AU - Ries, Monika
AU - Schaumann, Ernst
N1 - Copyright: Copyright 2020 Elsevier B.V., All rights reserved.
PY - 1996/8
Y1 - 1996/8
N2 - Carbenes generated by metal-catalyzed decomposition of diazo compounds 2 undergo a smooth cycloaddition to the C=S bond of thioketenes 1; products 3 were characterized by spectroscopic means as well as an X-ray structural investigation of 3b. However, photolytic generation of diphenylcarbene from diphenylketene led to an isomeric alkylidenethiirane 4a in the reaction with di-tert-butylthioketene (1a). Analogously, alkylidenethiiranes 3a, b, d, g, h could be photoisomerized to isomers 4a, b, d, g, h. The corresponding rearrangement of S-oxides 8 afforded isomers 9.
AB - Carbenes generated by metal-catalyzed decomposition of diazo compounds 2 undergo a smooth cycloaddition to the C=S bond of thioketenes 1; products 3 were characterized by spectroscopic means as well as an X-ray structural investigation of 3b. However, photolytic generation of diphenylcarbene from diphenylketene led to an isomeric alkylidenethiirane 4a in the reaction with di-tert-butylthioketene (1a). Analogously, alkylidenethiiranes 3a, b, d, g, h could be photoisomerized to isomers 4a, b, d, g, h. The corresponding rearrangement of S-oxides 8 afforded isomers 9.
KW - Carbenes
KW - Rearrangements
KW - Thiiranes
KW - Thioketenes
KW - [2 + 1] Cycloadditions
UR - http://www.scopus.com/inward/record.url?scp=33748985164&partnerID=8YFLogxK
U2 - 10.1002/jlac.199619960809
DO - 10.1002/jlac.199619960809
M3 - Article
AN - SCOPUS:33748985164
SP - 1295
EP - 1299
JO - Liebigs Annales
JF - Liebigs Annales
SN - 0947-3440
IS - 8
ER -