Olefins from Thiophenes. A Partially Non-Reductive Desulfurization Method

References

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• Under appropriate conditions, Raney nickel (RaNi) J-211 (modified W-2)12 is also capable of desulfurization of I to olefinic products.’ Thus, treatment of I (0.3 g) with 5 ml of a suspension of RaNi (containing 3 g of the catalyst which was deactivated by boiling in 30 ml of acetone for 0.5 hr) in 70 ml of a l;l mixture of acetone and ethanol for 1.5 hr gave 39# of cis-Il, 13% of trans-II, 3658 of III, ig of recovered I and 11% of unidentified byproducts (GLC analysis). No 2, 5-diphenyl-l, 3-butadiene could be detected. The cis-trans ratio of 3.0 for II is noteworthy, since for the Ni3O desulfurization under comparable conditions this value is oa. 0.7 (vide supra). Although the yield of olefinic products using RaNi is only slightly inferior to the one obtained with MiBo, NiBo possesses several experimental advantages over RaNi as already discussed by Truce and Perry
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• We are much indebted to Mr. J. M. van der Werff for carrying out the initial experiments
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