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EnglishEfficient deprotection of 2-methyl-2-tert-butyl-1,3-dithiolane and the corresponding oxathiolane to give the ketone is obtained by photosensitization by a catalytic amt. of arom. nitriles (benzenetetracarbonitrile, TCB, and anthracenedicarbonitrile, the latter only in the presence of biphenyl) or of heterocyclic salts (triphenylpyrylium tetrafluoroborate, and methylacridinium perchlorate) in O-satd. solns. The reaction involves SET to the excited π-acceptor and interception of the substrate radical cation either by O (in the case of the heterocyclics) or by the superoxide anion
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| Titolo: | The role of SET in the deprotection of (thio)ketals under photosensitization by π-acceptors | |
| Autori: | ||
| Data di pubblicazione: | 1997 | |
| Rivista: | ||
| Abstract: | Efficient deprotection of 2-methyl-2-tert-butyl-1,3-dithiolane and the corresponding oxathiolane to give the ketone is obtained by photosensitization by a catalytic amt. of arom. nitriles (benzenetetracarbonitrile, TCB, and anthracenedicarbonitrile, the latter only in the presence of biphenyl) or of heterocyclic salts (triphenylpyrylium tetrafluoroborate, and methylacridinium perchlorate) in O-satd. solns. The reaction involves SET to the excited π-acceptor and interception of the substrate radical cation either by O (in the case of the heterocyclics) or by the superoxide anion | |
| Handle: | http://hdl.handle.net/11571/439645 | |
| Appare nelle tipologie: | 1.1 Articolo in rivista |
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