Abstract
During the last decade, vinyl- and dienyltin derivatives have been extensively developed and used in organic synthesis. 1 H NMR analysis of these compounds was the first analytical tool employed, together with 119 Sn NMR, for the assignment of the E or Z stereochemistry of vinylstannyl derivatives. In this paper we want to show that 13 C NMR is a powerful tool for structural analysis of vinyl- and dienyltin compounds. Chemical shifts and 13 C-119-117 Sn coupling constants are reported for several examples. In all cases described, the
³
J 13 C
-
119-117 Sn values give the most definitive argument for structural assignment.
¹
J,
²
J and
³
J 13 C-119-117 Sn coupling constants are also reported, along with the α, β, γ, and δ effects of the stannyl group. When the vinyltin function is functionalized with a heteroatomic substituant, some important changes occur in the chemical shifts and coupling constants. Some examples are given in the α-oxygen, -sulfur, -halogen, -silyl, and -tin substituted vinyltin series.
Key words
vinyltin - dienyltin - chemical shifs - coupling constants - heterosubstituted vinyltin
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