Thermal and photochemical racemization of chiral aromatic sulfoxides via the intermediacy of sulfoxide radical cations

Organic Letters

Volumn 9, Issue 10, 2007, Pages 1939-1942

  Aurisicchio, Claudia ^a   Baciocchi, Enrico ^a   Gerini, Maria Francesca ^a   Lanzalunga, Osvaldo ^a  

^a SAPIENZA UNIVERSITY OF ROME   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

CATION; FREE RADICAL; PHOTOSENSITIZING AGENT; RUTHENIUM DERIVATIVE; SULFOXIDE;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; OXIDATION REDUCTION REACTION; PHOTOCHEMISTRY; STEREOISOMERISM; SYNTHESIS; TEMPERATURE;

CATALYSIS; CATIONS; FREE RADICALS; MOLECULAR STRUCTURE; OXIDATION-REDUCTION; PHOTOCHEMISTRY; PHOTOSENSITIZING AGENTS; RUTHENIUM COMPOUNDS; STEREOISOMERISM; SULFOXIDES; TEMPERATURE;

EID: 34249325124     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol070500y     Document Type: Article

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34. .), are available for the radical cations. In that case, it is of paramount importance to know the fragmentation rate that may be higher or lower than the racemization rate. Laser and steady state photolysis studies underway in our laboratory are showing that the fragmentation rate is extremely low when R is a primary or secondary alkyl group.
35. 3, in line with the lower reduction potential of Ce(IV).