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Selected Works of Arthur Winter
Article
Photochemical Heterolysis of 3,5-Bis(dimethylamino)benzyl Alcohols and Esters: Generation of a Benzyl Cation with a Low-Energy Triplet State
Organic Letters (2011)
  • Raffaele R. Perrotta, University of Maryland - College Park
  • Arthur Winter, University of Maryland - College Park
  • Daniel E. Falvey, University of Maryland - College Park
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Abstract

An earlier computational study (CASPT2/pVDZ) by Winter et al. predicts the 3,5-bis(dimethylamino)benzyl cation to have nearly degenerate singlet and triplet states. Through product studies it is demonstrated that photolysis of 3,5-bis(dimethylamino)benzyl alcohol and its corresponding acetate and phenylacetate esters in alcoholic solvents produces a solvent incorporated adduct, 3,5-bis(dimethylamino)benzyl ethers, and 3,5-bis(dimethylamino)toluene.

Disciplines
Publication Date
2011
Publisher Statement
Reprinted (adapted) with permission from Org. Lett., 2011, 13 (2), pp 212–215. Copyright 2011 American Chemical Society.
Citation Information
Raffaele R. Perrotta, Arthur Winter and Daniel E. Falvey. "Photochemical Heterolysis of 3,5-Bis(dimethylamino)benzyl Alcohols and Esters: Generation of a Benzyl Cation with a Low-Energy Triplet State" Organic Letters Vol. 13 Iss. 2 (2011)
Available at: http://works.bepress.com/arthur_winter/17/