Anilido-aldimine aluminum complexes: Synthesis, characterization and lactide polymerization

Laura E. N. Allan, Justin A. Belanger, Laura M. Callaghan, Donald J. A. Cameron, Andreas Decken, Michael P. Shaver

Research output: Contribution to journalArticlepeer-review

Abstract

The synthesis of six bimetallic dimethyl aluminum anilido-aldimine complexes, active for the ring opening polymerization of rac-lactide, is reported. An efficient synthetic route to these ligands utilizing isolated lithium amide salts allows for the synthesis of novel cyclohexylamide-substituted ligands, as well as improving the yields of diisopropylphenylamino-substituted ligands, with both ethyl and propyl backbones. Less sterically encumbered methylamide-substituted ligands were prepared through the condensation of ortho-methylaminobenzaldehyde with the appropriate diamine. A monometallic intermediate species, L(AlMe2), was isolated and crystallographically characterized, illustrating the preference these ligands display for bis(bidentate) coordination. L(AlMe2)(2) complexes 8-13 are efficient mediators of the ring opening polymerization of rac-lactide, with solution polymerizations displaying first-order rate constants, molecular weights very close to the theoretical values and polydispersity indexes as low as 1.07. (C) 2012 Elsevier B. V. All rights reserved.

Original languageEnglish
Pages (from-to)106-112
Number of pages7
JournalJournal of organometallic chemistry
Volume706
DOIs
Publication statusPublished - 1 Jun 2012

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