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Strained hydrocarbons from cyclic diynes: preparation and reactivity

The reaction of cyclic diynes with either CpCo(CO)2 or AlCl3 yielded strained hydrocarbons in which a Dewar benzene or a tricyclo[4.2.0.02,5]octa-3,7-diene frame is bridged by hydrocarbon chains. The photochemistry and thermochemistry of these species are discussed. Results of quantum chemical calcu...

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Bibliographic Details
Main Authors: Bethke, Sabine (Author) , Brand, Stefan (Author) , Treptow, Björn (Author) , Gleiter, Rolf (Author)
Format: Article (Journal)
Language:English
Published: 28 June 2002
In: Journal of physical organic chemistry
Year: 2002, Volume: 15, Issue: 8, Pages: 484-489
ISSN:1099-1395
DOI:10.1002/poc.500
Online Access:Resolving-System, lizenzpflichtig, Volltext: https://doi.org/10.1002/poc.500
Verlag, lizenzpflichtig, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/poc.500
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Author Notes:Sabine Bethke, Stefan Brand, Björn Treptow and Rolf Gleiter
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Summary:The reaction of cyclic diynes with either CpCo(CO)2 or AlCl3 yielded strained hydrocarbons in which a Dewar benzene or a tricyclo[4.2.0.02,5]octa-3,7-diene frame is bridged by hydrocarbon chains. The photochemistry and thermochemistry of these species are discussed. Results of quantum chemical calculations (DFT, CASPT2) are used to discuss the thermochemistry of four different fourfold bridged tricyclo[4.2.0.02,5]octa-3,7-dienes. Depending on the bridging mode, either a Cope-type rearrangement or a ring opening reaction is preferred. Copyright © 2002 John Wiley & Sons, Ltd.
Item Description:Gesehen am 04.11.2020
Physical Description:Online Resource
ISSN:1099-1395
DOI:10.1002/poc.500

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