The photoinduced electrocyclization reaction of triphenylamine (TPA) in sustainable and confined micellar solutions. A steady-state and laser flash photolysis approach.

SANMARTIN, ROCÍO; SALUM, MARÍA LAURA; PROTTI, STEFANO; MELLA, MARIELLA; BONESI SERGIO M

ChemPhotoChem

Wiley VCH

Lugar: Wienheim; Año: 2022

2367-0932

The irradiation of triphenylamine (TPA) under homogeneous (cyclohexane, acetonitrile and methanol) and micellar (SDS, CTAC and Brij-P35) conditions has been investigated through a combined steady-state and time-resolved spectroscopic approach. Photolysis of TPA at 254 nm in different media afforded N-phenylcarbazole (N-PhCA) as the main photoproduct, and when the photoreaction of TPA was carried out in micellar solution the relative rate of formation of N-PhCA was found to be faster than in homogeneous media due to environmental confined and hydrophobic micellar core. On the other hand, the transient N-phenyl-4a,4b-dihydrocarbazole (DHC0) was detected and fully characterized via laser flash photolysis. Finally, the location of TPA within the hydrophobic core of the micelle was investigated by 1D and 2D NMR analyses.