Sulphones benzyl

Fig. 5.22 Proton-conducting membrane based on benzyl sulphonic acid siloxane.

Tellurium-catalysed decomposition of a-lithiated benzylic sulphones into 1,2-diarylethylenes... 

CeHr-CHjSOsOH Phenyl methyl sulphonic acid or Benzyl sulphonic acid... 

Sammes, M.P. and Harlow, R.L. (1976) Intramolecular hydrogen bonds involving polar carbon hydrogen bonds infrared and H nuclear magnetic resonance spectra of some cyano-methyl and benzyl sulphones, J. Chem. Soc. Perkin Trans. H, 1130 1135. 

Pincock and coworkers60 have studied the photodecomposition of a series of benzyl sulphones (48). This work shows that the benzyl C—S bond is broken, resulting in the formation of the radical pair 49 on irradiation in methanol or isopropanol. However, S02 is not extruded and the sulphinic acids 50 are formed in reasonable yields (Scheme 3). This reaction was extended to the bis-sulphones 51. 

Formation.—Experimental details are now available for the synthesis of diphenylthiiren 1,1-dioxide (32) from a,a -dibromodibenzyl sulphone by treatment with triethylamine. It is also formed by base-catalysed dehydrohalogenation of a,a-dichlorobenzyl benzyl sulphone, whilst similar treatment of a,a -dibromobenzyl sulphoxide (18) afforded diphenylthiiren 1-oxide. Alkyl-substituted thiiren 1,1-dioxides (33), (34), and (35), which could not be synthesized by this method, were obtained by dehydro-bromination of the appropriate bromothiiran 1,1-dioxides (36), (37), and (38), catalysed by triethylamine or l,5-diazabicyclo[4,3,0]non-5-ene. The bromothiiran 1,1-dioxides were synthesized from the appropriate... 

In an alternative method, cyclopropanecarboxylates of the type (140), prepared from benzyl sulphones and ethyl 4-bromocrotonate, are converted into E, -5-aryl-2,4-dienoates (141) on treatment with potassium t-butoxide. ... 

The participation of sulphine intermediates has been reported in the periodate-promoted oxidative rearrangement of C-sulphonylthioform-amides to S-sulphonylthiourethanes, and in the formation of a-toluenesul-phinic acid or benzhydryl benzyl sulphone by the reaction of benzhydryl benzyl sulphoxides with sulphuryl chloride. ... 

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