10.1002/anie.201813294
Angewandte Chemie International Edition
COMMUNICATION
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silylation event at the sp2 C–F bond, recovering the latter unaltered.
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[34] Recent DFT calculations have corroborated this notion. See ref. 14b.
[17] Unlike related R3SiLi nucleophilic reagents, the inherent stability of
Et3SiBPin offers the advantage of avoiding cryogenic conditions.
[18] The utilization of commonly employed PhR2SiBPin reagents (R = alkyl,
aryl) afforded the corresponding ArSiR2Ph in good yields (see ref. 19).
However, the utility of the latter as functional handles is hampered due
to site-selectivity issues in the presence of multiple sp2 C–Si bonds.
[19] See Supporting information for details.
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