Influence of trimethylsilyl substituents on primary C-O bond lengths at the β-position: Results from low-temperature x-ray structural studies
The β-trimethylsilyl substituent in 2-trimethylsilylethyl p-nitrobenzoate (12b) and 2-trimethylsilylethyl 2,4-dinitrobenzenesulfenate (12c) leads to significant lengthening of the C(alkyl)-O(ester) bond. Lengthening of the Si-CH2 distance in the more electronegative ester (12c) relative to (12b) is also observed. These structural effects are consistent with the presence of σ C-Si-σ* C-O interactions.
Green, Alison J.,Issa, William,White, Jonathan M.
p. 927 - 932
(2007/10/03)
INVESTIGATION IN THE REGION OF THIOSULFONIC ACIDS. XXXII. REACTION OF ARYL ESTERS OF THIOSULFONIC ACIDS WITH SUBSTANCES CONTAINING AN ACTIVE METHYLENE GROUP
The reactions of the aryl esters of thisulfonic acids with diethyl malonate, ethyl acetoacetate, ethyl cyanoacetate, and acetylacetone in the presence of sodium alcoholates were investigated at various temperatures.Without heat the reaction takes place with the formation of sulfinates and arenesufenic esters, which form their thio derivatives when heated with substances containing an active methylene group in the presence of sodium alcoholates.It was thus demonstrated that under the investigated conditions thioarylating characteristics are exhibited not by the aryl esters of the thiosulfonic acids but by the esters of arenesufenic acids formed as the initial products of these reactions.
Boldyrev, B. G.,Aristarkhova, L. N.,Stoyanovskaya, Ya. I.,Bilozor, T. K.
p. 1160 - 1167
(2007/10/02)
REACTION OF THIOSULFONIC ESTERS WITH CYANOACETIC ESTER IN THE PRESENCE OF ALCOHOLATES
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Bilozor, T.K.,Boldyrev, B.G.
p. 807 - 808
(2007/10/02)
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