Tetra- and Pentacationic Electrophiles and Their Chemistry
A tetracationic electrophile has been generated in superacid and shown to undergo an arylation reaction with benzene. A cyclization product is also obtained in the absence of benzene, presumably from a tricationic intermediate. Using low-temperature NMR, the tetracationic species is directly observe...
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| Published in: | Journal of organic chemistry Vol. 81; no. 23; pp. 11758 - 11765 |
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| Main Authors: | , , , |
| Format: | Journal Article |
| Language: | English |
| Published: |
United States
American Chemical Society
02-12-2016
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| Online Access: | Get full text |
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| Summary: | A tetracationic electrophile has been generated in superacid and shown to undergo an arylation reaction with benzene. A cyclization product is also obtained in the absence of benzene, presumably from a tricationic intermediate. Using low-temperature NMR, the tetracationic species is directly observed from a FSO3H-SbF5-SO2ClF solution. Similar chemistry is described with a system involving penta- and tetracationic intermediates. These highly ionized structures and their chemistry were also examined by DFT calculation. |
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| Bibliography: | ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
| ISSN: | 0022-3263 1520-6904 |
| DOI: | 10.1021/acs.joc.6b02220 |