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Radical chain reactions involving 9-alkyl-9-borafluorenes

Type of publication Peer-reviewed
Publikationsform Original article (peer-reviewed)
Publication date 2014
Author Gorokhovik Ioulia, Rieder Samuel, Povie Guillaume, Renaud Philippe,
Project Synthetic Methods for total Synthesis of Natural Products
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Original article (peer-reviewed)

Journal Arkivoc
Volume (Issue) 2014(3)
Page(s) 274 - 286
Title of proceedings Arkivoc
DOI 10.3998/ark.5550190.p008.548


The preparation of 9-alkyl-9-borafluorenes and their use as radical precursors in chain reactions were investigated. These organoboranes were found to be excellent precursors of primary and secondary alkyl radicals. Reactions were readily initiated by traces of oxygen and efficient processes involving sulfonyl-based radical traps were discovered. Due to the very high reactivity of the intermediate 9-H and 9-alkyl-9-borafluorenes, problems of reproducibility were identified. © ARKAT-USA, Inc.