Proton magnetic resonance of metalated (Si, Ge, Sn) acetic acid esters and O-silyl-O-alkylketene acetals

1966 ◽  
Vol 6 (5) ◽  
pp. 743-745 ◽  
Author(s):  
L. I. Petrovskaya ◽  
G. S. Burlachenko ◽  
�. I. Fedin ◽  
Yu. I. Baukov ◽  
I. F. Lutsenko
Keyword(s):  
Acetic Acid ◽  
Magnetic Resonance ◽  
Proton Magnetic Resonance ◽  
Acetic Acid Esters ◽  
Acid Esters

scholarly journals Tautomerisation in 1-(4-Methylphenylazo)naphthalen-2-ol and 2-(4-Methylphenylazo)-4-methylphenol: A Crystallographic and 13C{1H}NMR Study

1999 ◽  
Vol 23 (3) ◽  
pp. 178-179
Author(s):  
Wendy I. Cross ◽  
Kevin R. Flower ◽  
Robin G. Pritchard
Keyword(s):  
Acetic Acid ◽  
Nmr Spectroscopy ◽  
Resonant Frequency ◽  
X Ray Diffraction ◽  
X Ray ◽  
H Nmr ◽  
Nmr Study ◽  
Acetic Acid Esters ◽  
Acid Esters ◽  
Equivalent Carbon

The acetic acid esters of 1-(4-methylphenylazo)naphthalen-2-ol 1 and 2-(4-methylphenylazo)-4-methylphenol 3 are prepared and characterised by single crystal X-ray diffraction studies and 13C{1H}NMR spectroscopy; the position of the C(2)13C resonance for the ester is used to predict the position of resonant frequency of the equivalent carbon in the parent alcohols and hence, calculate the position of the azo-hydrazone equilibrium in these compounds.

ChemInform Abstract: Anionic Derivatives of Pentafluoro-λ6-sulfanyl (Fluorosulfonyl) Acetic Acid Esters.

ChemInform ◽  
2010 ◽  
Vol 25 (7) ◽  
pp. no-no
Author(s):  
R. WINTER ◽  
G. L. GARD ◽  
R. MEWS ◽  
M. NOLTEMEYER
Keyword(s):  
Acetic Acid ◽  
Derivatives Of ◽  
Acetic Acid Esters ◽  
Acid Esters

scholarly journals Syn-selective silicon Mukaiyama-type aldol reactions of (pentafluoro-λ6-sulfanyl)acetic acid esters with aldehydes

2018 ◽  
Vol 14 ◽  
pp. 373-380 ◽  
Author(s):  
Anna-Lena Dreier ◽  
Andrej V Matsnev ◽  
Joseph S Thrasher ◽  
Günter Haufe
Keyword(s):  
Acetic Acid ◽  
Aldol Condensation ◽  
Aldol Reactions ◽  
Complex Structures ◽  
Bond Forming ◽  
Hydroxyalkanoic Acid ◽  
Mukaiyama Aldol ◽  
Substituted Benzaldehydes ◽  
Acetic Acid Esters ◽  
Acid Esters

Aldol reactions belong to the most frequently used C–C bond forming transformations utilized particularly for the construction of complex structures. The selectivity of these reactions depends on the geometry of the intermediate enolates. Here, we have reacted octyl pentafluoro-λ6-sulfanylacetate with substituted benzaldehydes and acetaldehyde under the conditions of the silicon-mediated Mukaiyama aldol reaction. The transformations proceeded with high diastereoselectivity. In case of benzaldehydes with electron-withdrawing substituents in the para-position, syn-α-SF5-β-hydroxyalkanoic acid esters were produced. The reaction was also successful with meta-substituted benzaldehydes and o-fluorobenzaldehyde. In contrast, p-methyl-, p-methoxy-, and p-ethoxybenzaldehydes led selectively to aldol condensation products with (E)-configured double bonds in 30–40% yields. In preliminary experiments with an SF5-substituted acetic acid morpholide and p-nitrobenzaldehyde, a low amount of an aldol product was formed under similar conditions.

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