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Green Chemistry
Page 4 of 6
DOI: 10.1039/C8GC00381E
COMMUNICATION
Journal Name
of 3aa was completely depressed for no reaction was detected
after 2 hours. To take a deeper insight into the mechanism,
mixtures were subjected to the EPR (electron paramagnetic
resonance) measurement to determine the species of the free
radical particles. The value of ge obtained from the mixtures of
Conflicts of interest
There are no conflicts to declare.
Acknowledgements
We are grateful to the Natural Science Foundation of Hunan
Province (No. 2017JJ3027) and the Fundamental Research Funds for
Hunan University (No. 531107040840).
1a/H2O2/PEG-400, 2a/H2O2/PEG-400 and 1a/2a/H2O2/PEG-400
turned out to be 2.0086, 2.0072, 2.0075. Despite the boundary
of the ge values between the species p-tolyl(O)2S· and
PhS· stayed inexplicit, the result still ensured the fact that the
formation of the radical particle was involved in the metal-free
transformation. Thus, based on the results of EPR spectra and
extensive documental investigation,[12,16] generally accepted
mechanism involving the sulfonyl free radical particle was
proposed with the reaction between 1a and 2a as shown in
scheme 3. Initially, homolytic cleavage of H2O2 took place with
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Scheme 3. Plausible Mechanism
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It was summarized that a green and practical methodology
towards unsymmetrical thiosulfonates was herein disclosed in
the presence of H2O2 in PEG-400. The efficient and compatible
transformation was proved to take place through the radical
pathway without the participation of any transition metal-
catalysts, providing a bright avenue towards the compounds of
great significance. Additionally, further explorations of the
molecules in the communities of synthetic and clinical
chemistry are still on-going in our laboratory.
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