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CycloSiFA: the next generation of silicon-based fluoride acceptors for positron emission tomography (PET): dedicated to Professor Manfred T. Reetz on the occasion of his 80th birthday

The ring-opening Si-fluorination of a variety of azasilole derivatives cyclo-1-(iPr2Si)−4-X−C6H3−2-CH2NR (4: R=2,6-iPr2C6H3, X=H; 4 a: R=2,4,6-Me3C6H2, X=H; 9: R=2,6-iPr2C6H3, X=tBuMe2SiO; 10: R=2,6-iPr2C6H3, X=OH; 13: R=2,6-iPr2C6H3, X=HCCCH2O; 22: R=2,6-iPr2C6H3, X=tBuMe2SiCH2O) with different 19F...

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Main Authors: Mawick, Matthias (Author) , Jaworski, Carolin (Author) , Bittermann, Jens (Author) , Iovkova, Ljuba (Author) , Pu, Yinglan (Author) , Wängler, Carmen (Author) , Wängler, Björn (Author) , Jurkschat, Klaus (Author) , Krause, Norbert (Author) , Schirrmacher, Ralf (Author)
Format: Article (Journal) Festschrift
Language:English
Published: December 11, 2023
In: Angewandte Chemie. International edition
Year: 2023, Volume: 62, Issue: 50, Pages: 1-8
ISSN:1521-3773
DOI:10.1002/anie.202309002
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Festschrift
Online Access:Verlag, kostenfrei, Volltext: https://doi.org/10.1002/anie.202309002
Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.202309002
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Author Notes:Matthias Mawick, Carolin Jaworski, Jens Bittermann, Ljuba Iovkova, Yinglan Pu, Carmen Wängler, Björn Wängler, Klaus Jurkschat, Norbert Krause, and Ralf Schirrmacher
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Summary:The ring-opening Si-fluorination of a variety of azasilole derivatives cyclo-1-(iPr2Si)−4-X−C6H3−2-CH2NR (4: R=2,6-iPr2C6H3, X=H; 4 a: R=2,4,6-Me3C6H2, X=H; 9: R=2,6-iPr2C6H3, X=tBuMe2SiO; 10: R=2,6-iPr2C6H3, X=OH; 13: R=2,6-iPr2C6H3, X=HCCCH2O; 22: R=2,6-iPr2C6H3, X=tBuMe2SiCH2O) with different 19F-fluoride sources was studied, optimized and the experience gained was used in a translational approach to create a straightforward 18F-labelling protocol for the azasilole derivatives [18F]6 and [18F]14. The latter constitutes a potential clickable CycloSiFA prosthetic group which might be used in PET tracer development using Cu-catalysed triazole formation. Based on our findings, CycloSiFA has the potential to become a new entry into non-canonical labelling methodologies for radioactive PET tracer development.
Item Description:Online veröffentlicht: 18. Oktober 2023
Gesehen am 29.07.2024
Physical Description:Online Resource
ISSN:1521-3773
DOI:10.1002/anie.202309002

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