Vanadium(v) phenolate complexes for ring opening homo- and co-polymerisation of ε-caprolactone, L-lactide and rac-lactide

Ge, Feijie; Dan, Yi; Al-Khafaji, Yahya; Prior, Timothy J.; Jiang, Long; Elsegood, Mark R. J.; Redshaw, Carl

Abstract

The vanadyl complexes [VO(OtBu)L¹ ] (1) and {[VO(OiPr)]₂ (μ-p-L²ᵖ)} (2) {[VO(OR)]₂ (μ-p-L²ᵐ )} (R = iPr 3, tBu 4) have been prepared from [VO(OR)₃ ] (R = nPr, iPr or tBu) and the respective phenol, namely 2,2′-ethylidenebis(4,6-di-tert-butylphenol) (L¹ H₂ ) or α,α,α′,α′-tetra(3,5-di-tert-butyl-2-hydroxyphenyl–p/m-)xylene-para-tetraphenol (L2p/mH₄). For comparative studies, the known complexes [VO(μ-OnPr)L¹]₂ (I), [VOL³ ]₂ (II) (L³H₃ = 2,6-bis(3,5-di-tert-butyl-2-hydroxybenzyl)-4-tert-butylphenol) were prepared. An imido complex {[VCl(Np-tolyl)(NCMe)]₂(μ-p-L²ᵖ)} (5) has been prepared following work-up from [V(Np-tolyl)Cl₃ ], L²ᵖH₄ and Et₃ N. The molecular structures of complexes 1–5 are reported. Complexes 1–5 and I and II have been screened for their ability to ring open polymerise ε-caprolactone, L-lactide or rac-lactide with and without solvent present. The co-polymerization of ε-caprolactone with L-lactide or rac-lactide afforded co-polymers with low lactide content; the reverse addition was ineffective.

Citation

Ge, F., Dan, Y., Al-Khafaji, Y., Prior, T. J., Jiang, L., Elsegood, M. R. J., & Redshaw, C. (2016). Vanadium(v) phenolate complexes for ring opening homo- and co-polymerisation of ε-caprolactone, L-lactide and rac-lactide. RSC advances, 6(6), 4792-4802. https://doi.org/10.1039/c5ra24816g

• Journal Article Type: Article
• Acceptance Date: Dec 17, 2015
• Online Publication Date: Dec 22, 2015
• Publication Date: 2016
• Deposit Date: Jan 19, 2016
• Publicly Available Date: Nov 23, 2017
• Journal: RSC advances
• Print ISSN: 2046-2069
• Electronic ISSN: 2046-2069
• Publisher: Royal Society of Chemistry
• Peer Reviewed: Peer Reviewed
• Volume: 6
• Issue: 6
• Pages: 4792-4802
• DOI: https://doi.org/10.1039/c5ra24816g
• Keywords: Vanadium(V) phenolate complexes, Co-polymerisation, ε-caprolactone, L-lactide, Rac-lactide
• Public URL: https://hull-repository.worktribe.com/output/384190
• Publisher URL: http://pubs.rsc.org/en/Content/ArticleLanding/2016/RA/C5RA24816G#!divAbstract
• Contract Date: Nov 23, 2017