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Formation of dications bearing a S(OH) sub(2) super(+) group from long-lived 9,9-dimethyl-10 R-phenanthrenium cations in FSO sub(3)H-SbF sub(5)/SO sub(2)ClF/SO sub(2): a mechanistic study

super(1)H and super(13)C NMR studies have shown that the long-lived 9,9-dimethyl-10-R-phenanthrenium cations (R = PhC&z.tbd; C, Me, OH) generated in FSO sub(3)H-SbF sub(5)/SO sub(2)ClF/SO sub(2)/CD sub(2 )Cl sub(2) transform into long-lived 7-dihydroxysulfonio-9,9-dimethyl-10-R-phenanthrenium di...

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Bibliographic Details
Published in:RSC advances 2014-10, Vol.4 (95), p.52831-52835
Main Authors: Salnikov, George E, Genaev, Alexander M, Bushmelev, Vladimir A, Nefedov, Andrey A, Shubin, Vyacheslav G
Format: Article
Language:English
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Summary:super(1)H and super(13)C NMR studies have shown that the long-lived 9,9-dimethyl-10-R-phenanthrenium cations (R = PhC&z.tbd; C, Me, OH) generated in FSO sub(3)H-SbF sub(5)/SO sub(2)ClF/SO sub(2)/CD sub(2 )Cl sub(2) transform into long-lived 7-dihydroxysulfonio-9,9-dimethyl-10-R-phenanthrenium dications. The effect of the 10-R substituents on the reaction rate suggests that a key step in the reaction mechanism is addition of SO sub(2) to protonated phenanthrenium cations.
ISSN:2046-2069
DOI:10.1039/c4ra11673a