Publications by authors named "Nicholas Andrella"

The transition to more economically friendly small-chain fluorinated groups is leading to a resurgence in the synthesis and reactivity of fluoroalkenes. One versatile method to obtain a variety of commercially relevant hydrofluoroalkenes involves the catalytic hydrodefluorination (HDF) of fluoroalkenes using silanes. In this work it is shown that copper hydride complexes of tertiary phosphorus ligands (L) can be tuned to achieve selective multiple HDF of fluoroalkenes.

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Article Synopsis
  • Nucleoside analogues with a fluorine atom at the C2'-position were created via S2-like cyclizations of specific precursors.
  • This method yielded two types of compounds, d-1',2'-cis-thiofuranosides and d-1',2'-trans-furanosides, which are challenging to produce with traditional nucleoside synthesis techniques.
  • The addition of certain nucleobases to these fluorinated substrates showed a strong preference for a specific molecular arrangement, which is attributed to the close proximity of the C2-F and sulfur groups.
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A T-shaped octafluoronickelacyclopentane-NHC complex is prepared and characterized. While the solid-state structure includes a weak isopropyl-CH agostic interaction, the reactivity of this complex with Lewis- and Brønsted acids is clearly enhanced by its low coordination number. Reaction with MeSiOTf, for example, yielded a rare metal-heptafluorocyclobutyl complex whereas carboxylic acids gave substitution at the α-carbon and/or Ni-C bond protonolysis to afford thermally robust 4-octafluorobutyl Ni complexes.

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