The Synthesis of a Dicyclopenta[a,e]pentalene via a Molybdenum Hexacarbonyl-Mediated Tandem Allenic Pauson−Khand Reaction

An approach to the 14π annulene has been developed, by employing the molybdenum hexacarbonyl-mediated tandem allenic Pauson−Khand reaction as a key step. A di-triisopropylsilyl substituted dicyclopenta[a,e]pentalene was synthesized. This 14π annulene showed some electronic delocalization, which was...

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Published inJournal of the American Chemical Society Vol. 125; no. 11; pp. 3230 - 3231
Main Authors Cao, Hui, Flippen-Anderson, Judith, Cook, James M
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 19.03.2003
Amer Chemical Soc
Subjects
Alicyclic compounds
Alicyclic compounds, terpenoids, prostaglandins, steroids
Chemistry
Chemistry, Multidisciplinary
Cyclopentanes - chemical synthesis
Exact sciences and technology
Molybdenum - chemistry
Organic chemistry
Organometallic Compounds - chemistry
Physical Sciences
Preparations and properties
Science & Technology
HYDROCARBONS
CYCLOPENTENONES
CYCLOADDITION
Molybdenum Carbonyl Complexes
Organic synthesis
Catalytic reaction
Polyenic compound
Transition metal Carbonyl Complexes
Tetracyclic compound
Complex catalyst
Tandem reaction
Regiospecificity
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Summary:An approach to the 14π annulene has been developed, by employing the molybdenum hexacarbonyl-mediated tandem allenic Pauson−Khand reaction as a key step. A di-triisopropylsilyl substituted dicyclopenta[a,e]pentalene was synthesized. This 14π annulene showed some electronic delocalization, which was not observed in previous cases.
Bibliography:ark:/67375/TPS-MW56MSMR-5
istex:B68C011A11427DB291C5DA8546FA40D5DA83AB68
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0002-7863
1520-5126
DOI:10.1021/ja021159+