Addition Reaction of Halogens to Vinyl(pentafluorocyclopropanes): Competition between a Radical Addition and an Electrophilic Addition
Zhen‐Yu Yang
Abstract
Zhen‐Yu Yang
Abstract
Vinylpentafluorocyclopropanes 1 react with I(2) to give the (Z)-1,5-adduct 2, whereas 1 reacts with Cl(2), Br(2) or I-Cl to produce (Z)-1,5-adduct 3 predominantly along with small amounts of 1,2-adduct 4, which are formed by a radical mechanism and an ionic mechanism, respectively.
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Vinylpentafluorocyclopropanes 1 react with I(2) to give the (Z)-1,5-adduct 2, whereas 1 reacts with Cl(2), Br(2) or I-Cl to produce (Z)-1,5-adduct 3 predominantly along with small amounts of 1,2-adduct 4, which are formed by a radical mechanism and an ionic mechanism, respectively.
Key concepts: Adduct, Electrophile, Chemistry, Halogen, Ionic bonding, Addition reaction, Electrophilic addition, Medicinal chemistry