C-13 NUCLEAR MAGNETIC-RESONANCE SPECTRA OF THIOALKYLACETALDEHYDE DIMETHYL ACETALS, S-OXIDES, AND S,S-DIOXIDES

被引：23

作者：

MCCRACHREN, SS ^{[1
]}

EVANS, SA ^{[1
]}

机构：

[1] UNIV N CAROLINA,WILLIAM RAND KENAN LABS CHEM,CHAPEL HILL,NC 27514

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1979年 / 44卷 / 20期

关键词：

D O I：

10.1021/jo01334a022

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Carbon-13 NMR chemical shifts of alkylthioacetaldehyde dimethyl acetals, S-oxides, and S, S-dioxides are reported. The deshielding βso and β'so effects are large and range from 13.05 to 23.14 ppm. The βso effect is sensitive to structural variations while β'so is essentially invariant. The deshielding βSO2 and β'SO2 effects parallel the βso and βso effects and show only a small change due to the additional oxygen atom on sulfur. The γ and γ' effects in the sulfinyl and sulfonyl derivatives are shielding relative to the sulfides with values averaging -8.3 ppm for γso and γSO2 and about -5 ppm for γ'so and γ'SO2. The relationships between 13C NMR shifts and structure are discussed. © 1979, American Chemical Society. All rights reserved.

引用

页码：3551 / 3555

页数：5

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