Benzyne, cyclohexyne, and 3-azacyclohexyne and the problem of cycloalkyne versus cycloalkylideneketene genesis

Wentrup C., Blanch R., Briehl H. and Gross G. (1988) Benzyne, cyclohexyne, and 3-azacyclohexyne and the problem of cycloalkyne versus cycloalkylideneketene genesis. Journal of the American Chemical Society, 110 6: 1874-1880. doi:10.1021/ja00214a034


Author Wentrup C.
Blanch R.
Briehl H.
Gross G.
Title Benzyne, cyclohexyne, and 3-azacyclohexyne and the problem of cycloalkyne versus cycloalkylideneketene genesis
Journal name Journal of the American Chemical Society   Check publisher's open access policy
ISSN 0002-7863
Publication date 1988-01-01
Year available 1988
Sub-type Article (original research)
DOI 10.1021/ja00214a034
Open Access Status Not yet assessed
Volume 110
Issue 6
Start page 1874
End page 1880
Total pages 7
Place of publication WASHINGTON
Publisher AMER CHEMICAL SOC
Language eng
Subject 1600 Chemistry
Abstract Benzyne, cyclohexyne, and 3-azacyclohexyne have been obtained by flash vacuum pyrolysis of phthalic anhydride, 4-cyclopentylidene-3-methylisoxazol-5(4H)-one (34), and 3-methyl-4-(2-pyrrolidinylidene)isoxazol-5(4H)-one (37), respectively, isolated at 77 K and observed by IR spectroscopy. Trapping and fragmentation reactions are described, and the implications for the mechanism of benzyne formation from phthalic anhydride via cyclopentadienylideneketene (9) are discussed.
Q-Index Code C1
Q-Index Status Provisional Code
Institutional Status Unknown

Document type: Journal Article
Sub-type: Article (original research)
Collection: Scopus Import - Archived
 
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