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Dalton Trans. 2013 Mar 14;42(10):3504-20. doi: 10.1039/c2dt32682e. Epub 2013 Jan 02.

Ring-opening polymerization of cyclic esters with lithium amine-bis(phenolate) complexes.

Dalton transactions (Cambridge, England : 2003)

Rebecca K Dean, Amy M Reckling, Hua Chen, Louise N Dawe, Celine M Schneider, Christopher M Kozak

Affiliations

  1. Department of Chemistry, Memorial University of Newfoundland, St. John's, Newfoundland A1B 3X7, Canada.

PMID: 23280340 DOI: 10.1039/c2dt32682e

Abstract

Lithium compounds of tetradentate amino-bis(phenolato)-tetrahydrofuranyl ligands, Li(2)[L1] (1) and Li(2)[L2] (2) (where [L1] = 2-tetrahydrofuranyl-N,N-bis(2-methylene-4-methyl-6-tert-butylphenolate), and [L2] = 2-tetrahydrofuranyl-N,N-bis(2-methylene-4,6-tert-butylphenolate)) were characterized by multinuclear solution NMR and solid-state (6)Li and (7)Li NMR spectroscopy. The proligands, n-propylamino-N,N-bis(2-methylene-4-methyl-6-tert-butylphenol), (H(2)[L3]) and benzylamino-N,N-bis(2-methylene-4,6-di-tert-amylphenol), H(2)[L4] were reacted with n-butyllithium in THF to give the related dilithium compounds Li(2)[L3] (4) and Li(2)[L4] (5), respectively. The pyridine adduct of 1, (py)(2)Li(2)[L1] (3) and complexes 4 and 5 have been structurally characterized by single-crystal X-ray diffraction and NMR spectroscopy. The reactivity of these complexes for the ring-opening polymerization of rac-lactide, as well as the influences of monomer concentration, monomer/Li molar ratio, polymerization temperature and time, were studied.

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