Articles written in Journal of Chemical Sciences
Volume 97 Issue 1 July 1986 pp 33-39 Organic
The13C NMR chemical shifts of α,β-unsaturated sulphones of the types E-2-aryl-1-phenyl-sulphonylethylenes (series I) and E-1-arylsulphonyl-2-phenylethylenes (series II) have been measured in CDCl3 solution. The chemical shifts of the side-chain and a few ring carbons have been correlated with various single and multiparameter linear free energy relationships. Analysis of the13C NMR spectral data by a dual substituent parameter equation shows that the resonance effect is the dominant factor at C-α in series I and C-β in series II. The inductive effect is predominant at C-β in series I with a reverse substituent effect at this carbon atom. The reverse inductive contribution is explained in terms of π-polarisation mechanism.
Volume 106 Issue 1 February 1994 pp 49-57 Organic
Cyclodextrin (CD) complexation shows remarkable selectivity in the photo-Fries rearrangement of sulphonate esters and sulphonanilide. An impressive regioselectivity is observed with meta-substituted sulphonate esters The results are explained on the basis of selective modes of complexation of the substrates within the CD cavity. The observed results are compared with those of the photo-Fries rearrangement of esters and anilides.
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