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Perfluoroalkylation of 2-vinylpyridine was conducted under conditions for the formation of low-valent nickel complexes during electroreduction of NiBr2L (L is the bipy, terpy) in DMF solutions. Depending on the electrosynthesis conditions, either dimeric products of addition of perfluoroalkyl substituents at the double bond of the olefin or (in the presence of triethylamine) 1-perfluorohexyl-2-pyridinethylene were formed.
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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate