By David Leri, Therese Nieson, William O'Connor
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1974, 158. ' I 3 T. M. Siegel, L. L. Miller, and J. Y. S. Chem. , 1974, 341. '14 H. P. Fritz and T. Wiirminghausen, J. Electroanulyr. , 1974,54, 181. 'I5 F. Bobilliart, A. Thiebault, and M. Herlem, Compt. , 1974, 278, C, 1485. 2 1 6 J. P. Coleman and D. Pletcher, Tetrahedron Letters, 1974, 147. H. Kinza, East Ger. P. 1 0 0 703 (Chem. , 1974, 81, 52 151). 2 1 8 M. Fremery, H. Hoever, and G. , 1974, 46, 635. J. P. Millington, B. P. 1 377 681 (Chem. , 1975, 82, 125 099). 2N-KOH was investigated as an alternative electrolyte.
17' Z . V. Todres and S. P. Avagyan, Internat. J. , 1973, 8 , 373. 176 G. Jeminet, J. Simonet, and J. G . Gourey, Bull. chim. France, 1974, 1102. 169 V. Organic Electrochemistry - Synthetic Aspects 27 overall process becomes : 3kSOzC1 + 6e- + ArS- + 2ArS03- + 3C1- In acidic conditions the protonated sulphonyl chlorides are reduced to thiosulphinates, which can be further reduced to disulphides and thence to thiols: ArSOzCl + 3e- + 2H+ + HzO + C1- + +ArSO,SAr ArS02SAr + 4e- + 4H+ +--2Hz0 ArSSAr F , 2e - 2ArS- Electrolysis in aprotic media containing alkyl halides leads to the production of organic sulphides and sulphones : ArSArS02- + RX + RX + XX- + RSAr + RS02Ar Arylsulphonyl cyanides have been reduced at a mercury cathode in DMF.
V. Plzak, H. Schneider, and H. Wendt, Ber. Bunsengesellschaft phys. , 1974, 78, 1373. M. Katz, Oe. Saygin, and H. Wendt, Electrochim. Acta, 1974, 19, 193. R. Brettle and J. R. S. Chem. , 1974, 449. Organic Electrochemistry - Synthetic Aspects 37 background electrolyte is believed to yield methylsodium carbonate. g. cyclohexane, 2,3-dimethylbut-2-ene7and 3,3dimethylbut-l-ene (Scheme 68). , the Scheme 68 products formed were (11)-(13). These same alcohols can be formed from the corresponding carbonates by the reaction with MeONa-MeOH over 48 hours.
7th Sea Game Masters' Guide by David Leri, Therese Nieson, William O'Connor