A cyclopropabenzenylidenethenone (Propadienone) via a new route to alkylidenecycloproparenes
Data(s) |
01/01/2005
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Resumo |
Reaction of 1,1-dichloro-2,5-diphenylcyclopropabenzene 6 with Meldrum's acid 8 in the presence of pyridine leads to coupling of the cycloproparenyl cation 7 with the stabilized diketo anion 9. Subsequent, spontaneous, base-induced dehydrochlorination gives the alkylidenecyclopropabenzene 11 in a one-pot reaction. Flash vacuum thermolysis of 11 at 650 degreesC ejects acetone and carbon dioxide, giving cyclopropabenzenylldenethenone 12 that is isolated in an Ar matrix at 20 K and characterized by a strong ketene band at 2107 cm(-1) in the IR spectrum. |
Identificador | |
Idioma(s) |
eng |
Publicador |
Amer Chemical Soc |
Palavras-Chave | #Chemistry, Organic #Magnetic-resonance Spectra #Low-temperature Matrices #Beta-keto-esters #X-ray-analysis #Cycloproparene Series #Meldrums Acid #Molecular-structure #Organic-synthesis #Ab-initio #1,1-dichloro-2,5-diphenylcyclopropabenzene #C1 #250303 Physical Organic Chemistry #780103 Chemical sciences |
Tipo |
Journal Article |