Abstract
| Original language | English |
|---|---|
| Number of pages | 4 |
| Journal | Chemical Communications |
| DOIs | |
| Publication status | Published - 15 Nov 2019 |
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Fast ring-opening of an intermediary α-stannyl-β-cyclopropylvinyl radical does not support formation of an α-stannylvinyl cation in the O-directed free radical hydrostannation of dialkyl acetylenes. / Watson, Hamish A; Manaviazar, Soraya; Steeds, Hannah G; Hale, Karl J.
In: Chemical Communications, 15.11.2019.Research output: Contribution to journal › Article
TY - JOUR
T1 - Fast ring-opening of an intermediary α-stannyl-β-cyclopropylvinyl radical does not support formation of an α-stannylvinyl cation in the O-directed free radical hydrostannation of dialkyl acetylenes
AU - Watson, Hamish A
AU - Manaviazar, Soraya
AU - Steeds, Hannah G
AU - Hale, Karl J
PY - 2019/11/15
Y1 - 2019/11/15
N2 - O-Directed hydrostannation of b-cyclopropyl propargyl alcohol 22 with stannanes and cat. Et3B in THF/H2O or PhMe/MeOH fails todeliver any detectable products of α-stannylvinyl cation capture. Instead only α-stannyl-β-cyclopropylvinyl radical intermediates canbe detected, which undergo fast H-atom abstraction and/or cyclopropane ring-opening as a result of eliminative β-scission.
AB - O-Directed hydrostannation of b-cyclopropyl propargyl alcohol 22 with stannanes and cat. Et3B in THF/H2O or PhMe/MeOH fails todeliver any detectable products of α-stannylvinyl cation capture. Instead only α-stannyl-β-cyclopropylvinyl radical intermediates canbe detected, which undergo fast H-atom abstraction and/or cyclopropane ring-opening as a result of eliminative β-scission.
U2 - 10.1039/c9cc05492h
DO - 10.1039/c9cc05492h
M3 - Article
JO - Chemical Communications
JF - Chemical Communications
SN - 1359-7345
ER -