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Lamp versus Laser Photolysis of a Bichromophoric Dichloroalkane: Chemical Evidence for the Two-Photon Generation of the 1,5-Diphenylpentanediyl Biradical
- Source :
- The Journal of Organic Chemistry. 61:3773-3777
- Publication Year :
- 1996
- Publisher :
- American Chemical Society (ACS), 1996.
-
Abstract
- Low intensity (lamp) photolysis of 1,5-dichloro-1,5-diphenylpentane (1) leads to the formation of the 1-chloro-1,5-diphenylpentyl radical (7) through C-Cl bond cleavage. Radical 7 leads to the final products through typical free radical reactions. No cyclopentanes are formed under low intensity conditions. In contrast, high intensity laser irradiation leads to C-Cl photocleavage of radical 7 to yield the 1,5-diphenylpentanediyl biradical (11), which results in the formation of isomeric cis- and trans-1,2-diphenylcyclopentanes; the behavior of these biradicals agrees well with that observed when their precursor is 2,6-diphenylcyclohexanone. Two-color two-laser experiments suggest that both singlet and triplet biradicals are formed, even if only the latter are detectable with nanosecond techniques.
Details
- ISSN :
- 15206904 and 00223263
- Volume :
- 61
- Database :
- OpenAIRE
- Journal :
- The Journal of Organic Chemistry
- Accession number :
- edsair.doi.dedup.....25eb1b943bc8c4280ca58d5d5358f9ab