Abstract
A series indole-based ligand precursors, PzRIndH (R = H, PzHIndH; R = Me, PzMeIndH;R = t-Bu, PztBuIndH; and R = Ph, PzPhIndH), have been synthesized via copper-catalyzed N-arylation (for PzHIndH) or the Bartoli indole synthesis (for PzMeIndH, PztBuIndH and PzPhIndH) reactions with moderate to high yield. Reactions of these ligand precursors with 0.7 equivalentof MgnBu2 in THF (for 1) or hexane (for 2–4) afforded the bis-indolyl magnesium complexes 1–4,respectively. All the ligand precursors and related magnesium complexes have been characterizedby NMR spectroscopy and elemental analyses. The molecular structure is reported for compound 1.These novel magnesium complexes demonstrate efficient catalytic activities for the ring-opening polymerization of L-lactide in the presence of alcohol.
Highlights
Polyesters, such as poly(ε-caprolactone) (PCL) or polylactide (PLA), are known as synthetic biodegradable polymers
The indole ring system, one of the most important heterocycles in nature, keeps continuous attraction due to the potential biological activities demonstrated by various indole derivatives
Development of novel routes for the preparation of indole derivatives has become an important theme in organic synthesis [30,31,32,33,34]
Summary
Polyesters, such as poly(ε-caprolactone) (PCL) or polylactide (PLA), are known as synthetic biodegradable polymers. Due to the promising catalytic activities, metal-based initiators/catalysts have been attractive interest over the past decades [6,7,8,9,10,11,12,13,14] Among these studies, some metal complexes bearing anionic N-heterocyclic ligands, such as pyrrole [15,16,17,18,19,20,21,22,23,24,25,26], indole [27,28] or carbazole [29], have displayed good catalytic activities towards ROP (ring-opening polymerization) of cyclic esters. Some magnesium complexes bearing pendant indolyl ligands have been reported by us [28] They demonstrated efficient catalytic activities towards the ROP of cyclic esters. Their catalytic activities towards the ROP of L-lactide were investigated
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