Organoaluminium complexes of ortho-, meta-, para-anisidines: synthesis, structural studies and ROP of ε-caprolactone (and rac-lactide)

Li, Yuanzhuo; Zhao, Ke-Qing; Elsegood, Mark R J; Prior, Timothy J.; Sun, Xinsen; Mo, Shanyan; Redshaw, Carl

Abstract

Reaction of Me₃Al (two equivalents) with ortho-, meta- or para-anisidine, (OMe)(NH₂)C₆H₄, affords the complexes {[1,2-(OMe),NC₆H₄(μ-Me₂Al)](μ-Me₂Al)}₂ (1), [1,3-(Me₃AlOMe),NHC₆H₄(μ-Me₂Al)]2 (2) or [1,4-(Me₃AlOMe),NHC₆H₄(μ-Me₂Al)]₂ (3), respectively. The molecular structures of 1–3 have been determined and all three complexes were found to be highly active for the ring opening polymerization (ROP) of ε-caprolactone. 1 was found highly active either with or without benzyl alcohol present; at various temperatures, the activity order 1 > 2 ≈ 3 was observed. For the ROP of rac-lactide results for 1–3 were poor.

Citation

Li, Y., Zhao, K., Elsegood, M. R. J., Prior, T. J., Sun, X., Mo, S., & Redshaw, C. (2014). Organoaluminium complexes of ortho-, meta-, para-anisidines: synthesis, structural studies and ROP of ε-caprolactone (and rac-lactide). Catalysis science & technology, 4(9), 3025-3031. https://doi.org/10.1039/c4cy00624k

• Journal Article Type: Article
• Acceptance Date: May 20, 2014
• Online Publication Date: May 20, 2014
• Publication Date: 2014-09
• Deposit Date: Jul 8, 2015
• Publicly Available Date: Jul 8, 2015
• Journal: Catalysis science & technology
• Print ISSN: 2044-4753
• Electronic ISSN: 2044-4761
• Publisher: Royal Society of Chemistry
• Peer Reviewed: Peer Reviewed
• Volume: 4
• Issue: 9
• Pages: 3025-3031
• DOI: https://doi.org/10.1039/c4cy00624k
• Keywords: Ring opening polymerization , Catalytic activity, ε-caprolactone, Organoaluminium complexes
• Public URL: https://hull-repository.worktribe.com/output/376130
• Publisher URL: http://pubs.rsc.org/en/Content/ArticleLanding/2014/CY/C4CY00624K#!divAbstract
• Additional Information: Author's accepted manuscript of article published in: Catalysis science & technology, 2014, v.4, issue 9.