The UV trace showed only a weak aromatic signal for the polymer backbone, confirming the at most very limited incorporation of DOT units. The polymers could also not be degraded under hydrolytically driven conditions (Figure ) so that the sole use of DOT is not recommendable. As Roth 26 and Gutekunst 27 showed that the copolymerization between acrylate derivatives and DOT is very efficient, in a second step, we performed a MA-driven terpolymerization at 80°C in 50 mol% of anisole, using a feed molar ratio [MMA]0:[MA]0:[DOT]0 = 90:5:5. After 3 hours, we obtained 83.3% of conversion for MMA as compared to 72.2% for MA and 13.7 % for DOT. Analysis of the isolated polymer by dual detection DRI/UV(254 nm) SEC confirms the labelling of chains by DOT (Figure ). The degradation of the polymer was also performed, using highly efficient basic conditions (5% potassium hydroxide (KOH) in methanol (MeOH); Figure ). After degradation, the aromatic signal disappeared for the SEC signal, confirming the hydrolysis of the thioester bond. Nevertheless, the shift of the molar mass distribution (MMD) is only limited with a moderate number average molar mass (Mn) decrease from 46,800 to 39,000 g.mol -1 , indicative of a low (or less efficient) incorporation of thioester moieties into the polymer backbone. Hence, the explored conventional conditions seem limiting, highlighting the relevance of model-based design with auxiliary MA.