Vinyl - Reactivity

Reactivity

Vinyl groups are alkenes. If activated by an adjacent group, the increased polarization of the bond gives rise to characteristic reactivity, which is termed vinylogous:

  • In allyl compounds, where the next carbon is saturated but substituted once, allylic rearrangement and related reactions are observed.
    • Allyl Grignard reagents can attack with the vinyl end first.
  • If next to an electron-withdrawing group, conjugate addition (Michael addition) occurs.

Vinyl organometallics, e.g. vinyl lithium, participate in coupling reactions such as in Negishi coupling.

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