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Thermolysis of biphenylene toward cyclo-ortho-phenylenes

The solvent and catalyst free thermolysis of biphenylenes at 350 °C furnishes [n]cyclo-ortho-phenylenes ([n]COPs, n=4-10) in one step and in high yields. At 400 °C biphenylene dimerizes into tetraphenylene, but lower reaction temperatures produce cyclooligomers. If suitably substituted, the oligomer...

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Bibliographic Details
Main Authors: Ehjeij, Daniel (Author) , Rominger, Frank (Author) , Bunz, Uwe H. F. (Author) , Freudenberg, Jan (Author) , Müllen, Klaus (Author)
Format: Article (Journal)
Language:English
Published: February 19, 2024
In: Angewandte Chemie. International edition
Year: 2024, Volume: 63, Issue: 8, Pages: 1-6
ISSN:1521-3773
DOI:10.1002/anie.202312040
Online Access:Verlag, kostenfrei, Volltext: https://doi.org/10.1002/anie.202312040
Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.202312040
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Author Notes:Daniel Ehjeij, Frank Rominger, Uwe H.F. Bunz, Jan Freudenberg, and Klaus Müllen
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Summary:The solvent and catalyst free thermolysis of biphenylenes at 350 °C furnishes [n]cyclo-ortho-phenylenes ([n]COPs, n=4-10) in one step and in high yields. At 400 °C biphenylene dimerizes into tetraphenylene, but lower reaction temperatures produce cyclooligomers. If suitably substituted, the oligomers are soluble and can be isolated and characterized. The products are exclusively cyclic. In the crystalline state, [6]COP displays an alternating crown-shaped conformation.
Item Description:Zuerst veröffentlicht: 12. Dezember 2023
Gesehen am 22.02.2024
Physical Description:Online Resource
ISSN:1521-3773
DOI:10.1002/anie.202312040

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