Synthetical applications of activated metal catalysts. XXII. The desulphurization of 2,5-Diphenyl-1,4-dithiin
- 1 January 1964
- journal article
- Published by CSIRO Publishing in Australian Journal of Chemistry
- Vol. 17 (3) , 353-365
- https://doi.org/10.1071/ch9640353
Abstract
The desulphurization of 2,5-diphenyl-1,4-dithiin (II) with a hydrogen-poor Raney nickel (W-7J Raney nickel) has been shown to give 2,4-diphenylthiophen together with three hydrocarbons, viz. cis- and trans-1,3-diphenylbuta-1,3-diene, and 1,3-diphenylcyclobut-1-ene. In another experiment with a Raney nickel having a higher hydrogen content, the hydrocarbon fraction was found to be 1,3-diphenylbut-2- ene. It has been concluded that chemisorption via one sulphur atom leads to 2,4-diphenylthiophen, but that chemisorption via both sulphur atoms leads to the intermediate diradicals (VI) which subsequently react further to give the observed hydrocarbon products.Keywords
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