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Saturated heterocycles. 251. Determination of σ+ values of heteroaryl-substituted phenyl groups via ring-chain tautomerism by Ferenc Fülöp; Enikö Forró; Gábor Bernáth; István Miskolczi; Pirjo Vainiotalo; Aarne Martinsen is a Chemistry article available to read on EtoBox.

What is Saturated heterocycles. 251. Determination of σ+ values of heteroaryl-substituted phenyl groups via ring-chain tautomerism about?

## Abstract The Hammett‐Brown electrophilic substituent constants σ^+^ for five heteroaryl‐substituted phenyl groups were estimated __via__ the ring‐chain tautomeric equilibria of three sets of oxazolidines and 1,3‐oxazines in deuteriochloroform solution. For oxazolidines derived from norephedrine and norpseudoephedrine, the σ^+^ values were also determined __via__ the gas‐phase ring‐chain equilibria, by means of mass spectrometry. The results show that the heteroaromatic substituents studied have a slight electron‐withdrawing character, with σ^+^ in the range ‐0.03 to 0.59. The gas‐phase σ^+^ values are significantly higher than the solution values.

Who reads Saturated heterocycles. 251. Determination of σ+ values of heteroaryl-substituted phenyl groups via ring-chain tautomerism?

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Author
Ferenc Fülöp; Enikö Forró; Gábor Bernáth; István Miskolczi; Pirjo Vainiotalo; Aarne Martinsen
Publisher
Journal of Heterocyclic Chemistry; Wiley (John Wiley & Sons); Wiley-Blackwell; Wiley; FASEB (ISSN 0022-152X)
Published
1997
Language
EN
Field
Chemistry (Physical Sciences)

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