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- W2059580042 abstract "Tri-1-alkynyltin compounds [R2Sn(CCR1)3 (1), R2 Me, R1 Me (a), nBu (b), tBu (c), Me3Si (d), 1-(1-cyclohexenyl) (e); R2 Et, R1 Me (a(Et)), nBu (b(Et)), tBu (c(Et)), SiMe3 (d(Et)); R2 nBu, R1 Me (a(Bu)), nBu (b(Bu))] were prepared, and their reactivity towards trialkylboranes Et3B (2) and iPr3B (3) in 1,1-organoboration reactions was studied. The first step in each reaction is an intermolecular 1,1-alkytoboration. Afterwards, intramolecular 1,1-vinyloboration or 1,1-alkyloboration compete with further intermolecular 1,1-alkyloboration. Various triorganotin cations (4-7), stabilized by intramolecular side-on coordination to the CC bond of an alkynylborate moiety, were detected as highly fluxional intermediates prior to rearrangement into heterocyclic systems such as stannoles (9-11), 1-stanna-4-bora-2, 5-cyclohexadienes (8, 12). The reactions between 1a or 1a(Bu) and an excess of Et3B (2) afford the tris(alkenyl)tin compounds 13 via threefold intermolecular 1, 1-ethyloboration. 13 rearrange to the 3-stannolenes (14a or 14a(Bu)). The intermediates and final products were characterized by multinuclear one- and two-dimensional 1H, 11B, 13C, 29Si and 119Sn NMR." @default.
- W2059580042 created "2016-06-24" @default.
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- W2059580042 date "1994-06-01" @default.
- W2059580042 modified "2023-09-26" @default.
- W2059580042 title "1,1-Organoboration of tri-1-alkynyltin compounds: novel triorganotin cations, stannoles, 3-stannolenes and 1-stanna-4-bora-2,5-cyclohexadienes" @default.
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- W2059580042 doi "https://doi.org/10.1016/0020-1693(94)03869-4" @default.
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