Electronic influence of ligand substituents on the rate of polymerization of ε-caprolactone by single-site aluminium alkoxide catalysts

Luis M. Alcazar-Roman, Brendan J. O'Keefe, Marc A. Hillmyer, William B. Tolman

Research output: Contribution to journalArticlepeer-review

155 Scopus citations

Abstract

A series of novel five-coordinate aluminium mono alkoxide complexes supported by R1,R2BPBA (bis-3-R1-5-R2- phenoxymethyl-bisamine) ligands were synthesized to probe the effect of electronic variation in the supporting ligand on the rate of ε-caprolactone polymerization. Substitution on the aromatic position para to the phenoxide donor oxygen by tert-butyl, methoxy and bromo substituents furnished aluminium complexes that catalyzed the polymerization of ε-caprolactone at different rates. We propose that a subtle interplay between complex Lewis acidity and alkoxide nucleophilicity determines the overall rate of polymerization in these systems.

Original languageEnglish (US)
Pages (from-to)3082-3087
Number of pages6
JournalDalton Transactions
Volume15
DOIs
StatePublished - Aug 7 2003

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