Diallyl sulphoxide

Oxidation of di-n-butyl sulphide with activated manganese dioxide in light petroleum gave di-n-butyl sulphoxide exclusively126. However, the reaction was very slow at room temperature. This reagent is also suitable for oxidation of diallyl sulphides although, after 76 h, diallyl sulphoxide was isolated in 13% yield only. 

This band was found to be not only very intense but also remarkably constant in position in dilute solution. Thus both cyc/ohexylmethylsulphoxide and phenylmethylsulphoxide absorb strongly at 1055 cm" in dilute solution in carbon tetrachloride, and even in unsaturated materials such as diallyl sulphoxide (1047 cm" ) the frequency is not diminished. This is due to the fact that the n clouds of any attached double bonds do not lie in the same plane as those of the S=0 link so that conjugation does not occur. The frequency then depends only on the inductive properties of the substituents, so that in some cases aromatic substitution leads to a small frequency rise [51]. 

Benzodiazepines, profens, sulphonamidcs, P-blockers, barbiturates, hydantoins, omeprazole, mefloquine, chlorthalidone, sulphoxides, 1, r -binaphth-2,2 -diol 0.0 -bis(3,5-dimethylbenzoyl)-/V.fV -diallyl-(/ ./ )-tartaric acid diamide (Kromasil CHI-DMB) 11941... 

Cyclic sulphoximides and their sulphoxide precursors 0.0 -bis(3,5-dimethylbenzoylF and 0.0 -bis(4-rert,-buty Ibenzoy 1 )-fV.Ai -diallyl-(/f./f )-tartaric acid diamide-based CSPs 1199]... 

The formation of a- and 9-allylated sulphides by the Pummerer-type reaction of vinylic sulphoxides with allylmagnesium bromide has been reported by Iwata et al. Monoallylation and diallylation can take place, depending on the bulkiness of the yS-substituent, and both acyclic and cyclic vinyl sulphoxides undergo the reaction. This method offers applicability to asymmetric synthesis using sulfinyl chirality. 

Kinetics of the oxidation of diallyl sulphide by singlet oxygen, and its inhibition by rubrene, have been reported. Isomerization studies in which the base-catalysed prop-2-eny 1-prop-1-enyl equilibrium for allyl sulphides, sulphoxides, and sulphones were compared have been undertaken, and isolated reports on this topic have been rationalized in terms of electronic distribution in the functional groups. 

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