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Yamamoto coupling for the synthesis of benzophenes and acene-based cyclooctatetraenes

Two TIPS-ethynylated dibromoacenes were used in a shotgun Yamamoto-reaction with 1,2-dibromobenzene or 4,5-dibromoveratrol. Four soluble benzononaphenes/benzoundecaphenes were isolated in satisfactory yields. Examples of tetracene- and pentacene-fused tetrabenzocyclooctatetraenes also isolated from...

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Bibliographic Details
Main Authors: Rüdiger, Elias (Author) , Koser, Silke (Author) , Rominger, Frank (Author) , Freudenberg, Jan (Author) , Bunz, Uwe H. F. (Author)
Format: Article (Journal)
Language:English
Published: 17 April 2018
In: Chemistry - a European journal
Year: 2018, Volume: 24, Issue: 39, Pages: 9919-9927
ISSN:1521-3765
DOI:10.1002/chem.201801459
Online Access:Verlag, Volltext: https://doi.org/10.1002/chem.201801459
Verlag, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201801459
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Author Notes:Elias C. Rüdiger, Silke Koser, Frank Rominger, Jan Freudenberg, and Uwe H.F. Bunz
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Summary:Two TIPS-ethynylated dibromoacenes were used in a shotgun Yamamoto-reaction with 1,2-dibromobenzene or 4,5-dibromoveratrol. Four soluble benzononaphenes/benzoundecaphenes were isolated in satisfactory yields. Examples of tetracene- and pentacene-fused tetrabenzocyclooctatetraenes also isolated from this reaction are reported. All compounds were characterized by UV/Vis and fluorescence spectroscopy, cyclic voltammetry, X-ray crystallography as well as DFT and NICS calculations.
Item Description:Gesehen am 25.04.2019
Physical Description:Online Resource
ISSN:1521-3765
DOI:10.1002/chem.201801459

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