Molecular structures of the photodimers of 5-phenyluracil and 6-phenyluracil

Anne Vidal , Renée Paugam , Régis Guillot , Sophie Faure (1) , Elisabeth Pereira (1) , David J Aitken (2)

1 ICCF - Institut de Chimie de Clermont-Ferrand
2 ICMMO - Institut de Chimie Moléculaire et des Matériaux d'Orsay

Two new head-to-head cyclobutane photodimers have been obtained in single stereoisomeric form by irradiation of 5-phenyl- and 6-phenyluracils in acetone solution. While the latter substrate gives a cis-anti-cis adduct, the former provides, for the first time in a solution phase reaction, a cis-syn-cis photodimer as the only product.

Mots clés: Cyclobutane; Photochemistry; Pyrimidinedione; X-ray diffraction

Anne Vidal, Renée Paugam, Régis Guillot, Sophie Faure, Elisabeth Pereira, et al.. Molecular structures of the photodimers of 5-phenyluracil and 6-phenyluracil. Tetrahedron Letters, 2013, 54, pp.2536-2537. ⟨hal-00819196⟩