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- W2080421880 abstract "Accurate X-ray structural studies have been carried on the γ-Me3M (M = Si, Sn)-substituted cyclohexyl esters 21-Ns, 22-Ns, 23-Ns, 21-PNB, and 24-PNB. Analysis of the structural parameters reveals that the C(alkyl)−O(ester) bond distance is lengthened slightly compared to nonmetal-substituted analogues provided that the C−M, C−O, and intervening C−C bonds are in the W arrangement as is the case for 22-Ns, 23-Ns, and 24-Ns. However, the C−O bond distances for 22-PNB and 22-Ns, which do not have the W geometry, are not significantly lengthened. These structural effects are consistent with the presence of a percaudel interaction between the back lobe of the C−M σ bond and the C−O σ* orbital. The γ-Me3Sn cyclohexyl nosylates 21-Ns and 23-Ns undergo unimolecular solvolysis in 97% TFE/H2O with relative rates ca. 1:>10 000." @default.
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- W2080421880 date "1998-05-22" @default.
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- W2080421880 title "Interaction of Trimethylsilyl and Trimethylstannyl Substituents with C−O Bonds at the γ Position. Results from X-ray Structural Studies and Solvolysis Studies" @default.
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- W2080421880 doi "https://doi.org/10.1021/jo9723265" @default.
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