Unexpected [3 + 2] Cycloaddition of Diphenyldienamine with C60 via Single Electron Transfer and Hydrogen Shift of the Radical Cation Intermediate

2014 ◽  
Vol 43 (10) ◽  
pp. 1648-1650 ◽  
Author(s):  
Naohiko Ikuma ◽  
Hiroyuki Yamamoto ◽  
Ken Kokubo ◽  
Takumi Oshima
2003 ◽  
Vol 81 (1) ◽  
pp. 75-80 ◽  
Author(s):  
Carmela R Jackson Lepage ◽  
Lynn Mihichuk ◽  
Donald G Lee

The mechanism for the oxidation of sulfides by [(me4-salen)CrV(O)(pyO)]CF3SO3, where me4-salen is 8,8,8',8'-tetramethylsalen and pyO is pyridine N-oxide, has been investigated. Results from Hammett correlations on the rates of oxidation of substituted thioanisoles, frontier molecular orbital calculations, and product studies are consistent with a mechanism that is initiated by a single electron transfer to give a radical cation intermediate.Key words: oxidation, chromium(V), sulfides, radical cation, oxygen transfer.


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