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

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posted on 2017-01-25, 10:56 authored by Yahya Al-Khafaji, Mark ElsegoodMark Elsegood, Josef W.A. Frese, Carl Redshaw
The reaction of the dialkylzinc reagents R2Zn with the acids 2,2-Ph2C(X)(CO2H), where X ¼ NH2, OH, i.e. 2,20-diphenylglycine (dpgH) or benzilic acid (benzH2), in toluene at reflux temperature afforded the tetranuclear ring complexes [RZn(dpg)]4, where R ¼ 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 ¼ MeCN), have been screened, in the absence of benzyl alcohol, for their potential to act as catalysts for the ring opening polymerization (ROP) of 3-caprolactone (3-CL), dvalerolactone (d-VL) and rac-lactide (rac-LA); the co-polymerization of 3-CL with rac-LA was also studied. Complexes 3 and 4 bearing fluorinated aryls at zinc were found to afford the highest activities.

History

School

  • Science

Department

  • Chemistry

Published in

RSC Advances

Citation

AL-KHAFAJI, Y. ...et al., 2017. Ring opening polymerization of lactides and lactones by multimetallic alkyl zinc complexes derived from the acids Ph2C(X)CO2H (X = OH, NH2). RSC Advances, 7(8), pp. 4510-4517.

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© The Authors. Published by the Royal Society of Chemistry.

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  • VoR (Version of Record)

Publisher statement

This work is made available according to the conditions of the Creative Commons Attribution 3.0 Unported (CC BY 3.0) licence. Full details of this licence are available at: http://creativecommons.org/licenses/by/3.0/

Acceptance date

2016-12-19

Publication date

2017

Notes

This is an Open Access Article. It is published by Royal Society of Chemistry under the Creative Commons Attribution 3.0 Unported Licence (CC BY). Full details of this licence are available at: http://creativecommons.org/licenses/by/3.0/

ISSN

2046-2069

Language

  • en

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