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The Power of Solvent in Altering the Course of Photorearrangements
dc.contributor.author | Šebej, Peter | |
dc.contributor.author | Lim, Bum Hee | |
dc.contributor.author | Park, Bong Ser | |
dc.contributor.author | Givens, Richard S. | |
dc.contributor.author | Klán, Petr | |
dc.date.accessioned | 2017-03-28T18:14:27Z | |
dc.date.available | 2017-03-28T18:14:27Z | |
dc.date.issued | 2011-02-18 | |
dc.identifier.citation | Šebej, P., Lim, B. H., Park, B. S., Givens, R. S., & Klán, P. (2011). The Power of Solvent in Altering the Course of Photorearrangements. Organic Letters, 13(4), 644–647. http://doi.org/10.1021/ol102887f | en_US |
dc.identifier.uri | http://hdl.handle.net/1808/23501 | |
dc.description.abstract | A clean bifurcation between two important photochemical reactions through competition of a triplet state Type II H-abstraction reaction with a photo-Favorskii rearrangement for (o/p)-hydroxy-o-methylphenacyl esters that depends on the water content of the solvent has been established. The switch from the anhydrous Type II pathway that yields indanones to the aqueous-dependent pathway producing benzofuranones occurs abruptly at low water concentrations (~8%). The surprisingly clean yields suggest that such reactions are synthetically promising. | en_US |
dc.publisher | American Chemical Society | en_US |
dc.rights | This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://dx.doi.org/10.1021/ol102887f. | en_US |
dc.title | The Power of Solvent in Altering the Course of Photorearrangements | en_US |
dc.type | Article | en_US |
kusw.kuauthor | Šebej, Peter | |
kusw.kuauthor | Givens, Richard S. | |
kusw.kudepartment | Chemistry | en_US |
dc.identifier.doi | 10.1021/ol102887f | en_US |
kusw.oaversion | Scholarly/refereed, author accepted manuscript | en_US |
kusw.oapolicy | This item meets KU Open Access policy criteria. | en_US |
dc.rights.accessrights | openAccess |