Steady-state and time-resolved studies on the formation of skatolyl radicals photosensitized by 2-benzoylthiophene.
Quenching of the excited triplet state of 2-benzoylthiophene (BT) by 3-methylindole (CH3InH) leads to several neutral radicals resulting from formal hydrogen-atom abstraction. The transient absorption spectra of the BT ketyl radical (BTH) and the N-centered (CH3In) radical are directly detected by laser flash photolysis. From the differences between the spectra in the presence and the absence of oxygen, the C-centered skatolyl radical (CH2InH) is also observed. Accordingly, product studies demonstrate the formation of homodimers as well as cross-coupling products. They include BTH dimers (BTH-BTH, two stereoisomers), indolyl dimers (three different products) and products derived from reaction of skatolyl and BT ketyl radicals.
Pérez-Prieto
Julia
J
Departamento de Química Orgánica/Instituto de Ciencia Molecular, Universidad de Valencia, Av. Vicent Andrés Estellés s/n, 46100 Burjassot, Valencia, Spain. julia.perez@uv.es
Galian
Raquel E
RE
Morant-Miñana
Maria C
MC
Miranda
Miguel A
MA