Skip to main content
SpringerLink
Log in

Lewis acid/base modulation in β-diiminate zinc-catalyzed switchable ring-opening polymerization of rac-lactide

  • Articles
  • Published:
Science China Chemistry Aims and scope Submit manuscript

Abstract

Two β-diiminate zinc complexes were prepared and found to show high activity and well-controlled catalytic behavior in the ring-opening polymerization of rac-lactide. Coordination of the Lewis acid to the zinc complexes completely terminated the polymerization. The coordinated Lewis acid was easily cleaved by using a Lewis base, so that the polymerization could resume. Thus, switchable polymerization could be realized by the subsequent addition of a Lewis acid and a Lewis base. This work provides a new strategy to control the ring-opening polymerization of rac-lactide.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Leibfarth FA, Mattson KM, Fors BP, Collins HA, Hawker CJ. Angew Chem Int Ed, 2013, 52: 199–210

    Article  CAS  Google Scholar 

  2. Teator AJ, Lastovickova DN, Bielawski CW. Chem Rev, 2016, 116: 1969–1992

    Article  CAS  PubMed  Google Scholar 

  3. Chen C. ACS Catal, 2018, 8: 5506–5514

    Article  CAS  Google Scholar 

  4. Gregson CKA, Gibson VC, Long NJ, Marshall EL, Oxford PJ, White AJP. J Am Chem Soc, 2006, 128: 7410–7411

    Article  CAS  PubMed  Google Scholar 

  5. Broderick EM, Guo N, Vogel CS, Xu C, Sutter J, Miller JT, Meyer K, Mehrkhodavandi P, Diaconescu PL. J Am Chem Soc, 2011, 133: 9278–9281

    Article  CAS  PubMed  Google Scholar 

  6. Biernesser AB, Li B, Byers JA. J Am Chem Soc, 2013, 135: 16553–16560

    Article  CAS  PubMed  Google Scholar 

  7. Wei J, Riffel MN, Diaconescu PL. Macromolecules, 2017, 50: 1847–1861

    Article  CAS  Google Scholar 

  8. Qi M, Dong Q, Wang D, Byers JA. J Am Chem Soc, 2018, 140: 5686–5690

    Article  CAS  PubMed  Google Scholar 

  9. Chen M, Yang B, Chen C. Angew Chem Int Ed, 2015, 54: 15520–15524

    Article  CAS  Google Scholar 

  10. Chen M, Yang B, Chen C. Synlett, 2016, 27: 1297–1302

    Article  CAS  Google Scholar 

  11. Kaiser JM, Long BK. Coord Chem Rev, 2018, 372: 141–152

    Article  CAS  Google Scholar 

  12. Anderson Jr. WC, Rhinehart JL, Tennyson AG, Long BK. J Am Chem Soc, 2016, 138: 774–777

    Article  CAS  PubMed  Google Scholar 

  13. Anderson Jr WC, Long BK. ACS Macro Lett, 2016, 5: 1029–1033

    Article  CAS  Google Scholar 

  14. Anderson WC, Park SH, Brown LA, Kaiser JM, Long BK. Inorg Chem Front, 2017, 4: 1108–1112

    Article  CAS  Google Scholar 

  15. Abubekerov M, Shepard SM, Diaconescu PL. Eur J Inorg Chem, 2016, 2016(15–16): 2634–2640

    Article  CAS  Google Scholar 

  16. Zhao M, Chen C. ACS Catal, 2017, 7: 7490–7494

    Article  CAS  Google Scholar 

  17. Zou W, Pang W, Chen C. Inorg Chem Front, 2017, 4: 795–800

    Article  CAS  Google Scholar 

  18. Chen C. Nat Rev Chem, 2018, 2: 6–14

    Article  CAS  Google Scholar 

  19. Chen M, Chen C. Angew Chem Int Ed, 2018, 57: 3094–3098

    Article  CAS  Google Scholar 

  20. Zhang D, Chen C. Angew Chem Int Ed, 2017, 56: 14672–14676

    Article  CAS  Google Scholar 

  21. Li M, Wang X, Luo Y, Chen C. Angew Chem Int Ed, 2017, 56: 11604–11609

    Article  CAS  Google Scholar 

  22. Liu D, Yao C, Wang R, Wang M, Wang Z, Wu C, Lin F, Li S, Wan X, Cui D. Angew Chem Int Ed, 2015, 54: 5205–5209

    Article  CAS  Google Scholar 

  23. Leicht H, Göttker-Schnetmann I, Mecking S. J Am Chem Soc, 2017, 139: 6823–6826

    Article  CAS  PubMed  Google Scholar 

  24. Wang C, Luo G, Nishiura M, Song G, Yamamoto A, Luo Y, Hou Z. Sci Adv, 2017, 3: e1701011

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  25. Liu B, Cui D, Tang T. Angew Chem Int Ed, 2016, 55: 11975–11978

    Article  CAS  Google Scholar 

  26. Gao J, Yang B, Chen C. J Catal, 2019, 369: 233–238

    Article  CAS  Google Scholar 

  27. Na Y, Dai S, Chen C. Macromolecules, 2018, 51: 4040–4048

    Article  CAS  Google Scholar 

  28. Zhou S, Chen C. Sci Bull, 2018, 63: 441–445

    Article  CAS  Google Scholar 

  29. Zou C, Pang W, Chen C. Sci China Chem, 2018, 61: 1175–1178

    Article  CAS  Google Scholar 

  30. Guo L, Chen C. Sci China Chem, 2015, 58: 1663–1673

    Article  CAS  Google Scholar 

  31. Chen M, Zou W, Cai Z, Chen C. Polym Chem, 2015, 6: 2669–2676

    Article  CAS  Google Scholar 

  32. Cai Z, Shen Z, Zhou X, Jordan RF. ACS Catal, 2012, 2: 1187–1195

    Article  CAS  Google Scholar 

  33. Boardman BM, Bazan GC. Acc Chem Res, 2009, 42: 1597–1606

    Article  CAS  PubMed  Google Scholar 

  34. Maity A, Teets TS. Chem Rev, 2016, 116: 8873–8911

    Article  CAS  PubMed  Google Scholar 

  35. Cheng M, Attygalle AB, Lobkovsky EB, Coates GW. J Am Chem Soc, 1999, 121: 11583–11584

    Article  CAS  Google Scholar 

  36. Chamberlain BM, Cheng M, Moore DR, Ovitt TM, Lobkovsky EB, Coates GW. J Am Chem Soc, 2001, 123: 3229–3238

    Article  CAS  PubMed  Google Scholar 

  37. Cheng M, Moore DR, Reczek JJ, Chamberlain BM, Lobkovsky EB, Coates GW. J Am Chem Soc, 2001, 123: 8738–8749

    Article  CAS  PubMed  Google Scholar 

  38. Allen SD, Moore DR, Lobkovsky EB, Coates GW. J Organomet Chem, 2003, 683: 137–148

    Article  CAS  Google Scholar 

  39. Tong R, Cheng J. Macromolecules, 2012, 45: 2225–2232

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  40. Doyle DJ, Hitchcock PB, Lappert MF, Li G. J Organomet Chem, 2009, 694: 2611–2617

    Article  CAS  Google Scholar 

  41. Kim Y, Verkade JG. Macromol Rapid Commun, 2002, 23: 917–921

    Article  CAS  Google Scholar 

  42. Save M, Schappacher M, Soum A. Macromol Chem Phys, 2002, 203: 889–899

    Article  CAS  Google Scholar 

Download references

Acknowledgements

This work was supported by the National Natural Science Foundation of China (21871242, 21690071), and the Fundamental Research Funds for the Central Universities.

Author information

Authors and Affiliations

  1. Hefei National Laboratory for Physical Sciences at the Microscale, Chinese Academy of Sciences Key Laboratory of Soft Matter Chemistry, Department of Polymer Science and Engineering, University of Science and Technology of China, Hefei, 230026, China

    Pan Zhang, Minhui Zhao, Wenmin Pang & Changle Chen

Authors
  1. Pan Zhang
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Minhui Zhao
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Wenmin Pang
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Changle Chen
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Changle Chen.

Electronic supplementary material

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Zhang, P., Zhao, M., Pang, W. et al. Lewis acid/base modulation in β-diiminate zinc-catalyzed switchable ring-opening polymerization of rac-lactide. Sci. China Chem. 62, 475–478 (2019). https://doi.org/10.1007/s11426-018-9414-3

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11426-018-9414-3

Keywords

Search

Navigation