Jump to main content
Jump to site search

Issue 8, 2017, Issue in Progress
Previous Article Next Article

Ring opening polymerization of lactides and lactones by multimetallic alkyl zinc complexes derived from the acids Ph2C(X)CO2H (X = OH, NH2)

Author affiliations

Abstract

The reaction of the dialkylzinc reagents R2Zn with the acids 2,2-Ph2C(X)(CO2H), where X = NH2, OH, i.e. 2,2′-diphenylglycine (dpgH) or benzilic acid (benzH2), in toluene at reflux temperature afforded the tetra-nuclear ring complexes [RZn(dpg)]4, where R = Me (1), Et (2), 2-CF3C6H4 (3), and 2,4,6-F3C6H2 (4); complex 2 has been previously reported. The crystal structures of 1·(2MeCN), 3 and 4·(4(C7H8)·1.59(H2O)) are reported, along with that of the intermediate compound (2-CF3C6H4)3B·MeCN and the known compound [ZnCl2(NCMe)2]. Complexes 1–4, together with the known complex [(ZnEt)3(ZnL)3(benz)3] (5; L = MeCN), have been screened, in the absence of benzyl alcohol, for their potential to act as catalysts for the ring opening polymerization (ROP) of ε-caprolactone (ε-CL), δ-valerolactone (δ-VL) and rac-lactide (rac-LA); the co-polymerization of ε-CL with rac-LA was also studied. Complexes 3 and 4 bearing fluorinated aryls at zinc were found to afford the highest activities.

Graphical abstract: Ring opening polymerization of lactides and lactones by multimetallic alkyl zinc complexes derived from the acids Ph2C(X)CO2H (X = OH, NH2)

Back to tab navigation

Supplementary files

Publication details

The article was received on 13 Nov 2016, accepted on 19 Dec 2016 and first published on 16 Jan 2017


Article type: Paper
DOI: 10.1039/C6RA26746G
RSC Adv., 2017,7, 4510-4517
  • Open access: Creative Commons BY license
  •   Request permissions

    Ring opening polymerization of lactides and lactones by multimetallic alkyl zinc complexes derived from the acids Ph2C(X)CO2H (X = OH, NH2)

    Y. F. Al-Khafaji, M. R. J. Elsegood, J. W. A. Frese and C. Redshaw, RSC Adv., 2017, 7, 4510
    DOI: 10.1039/C6RA26746G

    This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material.

    Reproduced material should be attributed as follows:

    • For reproduction of material from NJC:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the Centre National de la Recherche Scientifique (CNRS) and the RSC.
    • For reproduction of material from PCCP:
      [Original citation] - Published by the PCCP Owner Societies.
    • For reproduction of material from PPS:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the European Society for Photobiology, the European Photochemistry Association, and RSC.
    • For reproduction of material from all other RSC journals:
      [Original citation] - Published by The Royal Society of Chemistry.

    Information about reproducing material from RSC articles with different licences is available on our Permission Requests page.

Search articles by author

Spotlight

Advertisements