Thermal and photochemical reactions of Fischer carbene complexes with trialkylsilyl-substituted alkynes

Thermal reaction of Fischer carbene complexes with triisopropylsilyl (TIPS) substituted alkynes in benzene afforded TIPS-vinylketenes or 2-TIPS-substituted cyclobutenones as major products while photochemical reaction of Fischer carbene complexes with trimethylsilyl (TMS) substituted alkynes in acet...

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Bibliographic Details
Published inJournal of organometallic chemistry Vol. 693; no. 2; pp. 361 - 367
Main Authors Li, Zhi, Moser, William H., Zhang, Wenqin, Hua, Changhua, Sun, Liangdong
Format Journal Article
LanguageEnglish
Published LAUSANNE Elsevier B.V 15.01.2008
Elsevier
Subjects
Chemistry
Chemistry, Inorganic & Nuclear
Chemistry, Organic
Cyclobutenone
Fischer carbene
Physical Sciences
Science & Technology
Silyl vinylketene
Cyclobutenone
Silyl vinylketene
Fischer carbene
C BOND-CLEAVAGE
ORGANIC-SYNTHESIS
VINYL-KETENES
INTRAMOLECULAR REACTIONS
cyclobutenone
CYCLIZATION REACTIONS
CHROMIUM AMINOCARBENE COMPLEXES
4+1 ANNULATION REACTIONS
silyl vinylketene
PHOTOLYTIC REACTION
SILYL VINYLKETENES
BETA-LACTAMS
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Summary:Thermal reaction of Fischer carbene complexes with triisopropylsilyl (TIPS) substituted alkynes in benzene afforded TIPS-vinylketenes or 2-TIPS-substituted cyclobutenones as major products while photochemical reaction of Fischer carbene complexes with trimethylsilyl (TMS) substituted alkynes in acetonitrile afforded 3-TMS-substituted cyclobutenones. Thermal reaction of Fischer carbene complexes with triisopropylsilyl (TIPS) substituted alkynes in benzene afforded TIPS-substituted vinylketenes or 2-TIPS-substituted cyclobutenones as major products while photochemical reaction of Fischer carbene complexes with trimethylsilyl (TMS) substituted alkynes in acetonitrile afforded 3-TMS-substituted cyclobutenones.
ISSN:0022-328X
1872-8561
DOI:10.1016/j.jorganchem.2007.11.007