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Solvent and substituent effects on the photochemistry of norbornadiene-diarylacetylene Pauson-Khand adducts
Authors:Ji Yining  Verdaguer Xavier  Riera Antoni
Institution:Unitat de Recerca en Síntesi Asimètrica (URSA)-PCB, Institute for Research in Biomedicine (IRB) Barcelona, Departament de Química Orgànica, Universitat de Barcelona, Barcelona, Spain.
Abstract:The photochemistry of Pauson-Khand cycloadducts of norbornadiene with a series of bis-aryl alkynes has been studied. Two types of photochemical transformation take place: photorearrangement to tricyclic ketones or photochemical 6π electrocyclization. High selectivity levels have been attained for each pathway, controlled by the polarity of the solvent, irradiation wavelength, and presence (or absence) of oxygen.
Keywords:cyclopentenones  electrocyclic reactions  photochemistry  rearrangement  solvent effects
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