Skip to main content
SpringerLink
Log in

Dinuclear Silver Complexes for Solvent-Free Catalytic Synthesis of Cyclic Carbonates from Epoxides and CO2 at Ambient Temperature and Pressure

  • Published:
Catalysis Letters Aims and scope Submit manuscript

Abstract

A well structure-defined dinuclear silver complex [Ag2(PDP)]OTf, where HPDP—bispyridylpyrrole ligand, OTf−—triflato, was used as catalyst for coupling of CO2 with epoxides to generate exclusive cyclic carbonates. Yield up to 87% was obtained for various substrates at a low loading of 0.1 mol%, at ambient temperature and pressure under solvent-free condition. The catalytic reusability of 1·OTf was also studied.

Graphical Abstract

Although coupling reaction of CO2 with epoxides can be catalyzed by dinuclear silver complexes with low catalyst loading at ambient temperature and pressure, the experiment of reusability of catalyst displays the dinuclear silver complex is decomposed due to the excess Br− in co-catalyst TBAB. The formed silver triphenylphosphine complex or inorganic silver materials provide real catalytic reactivity to the coupling reaction.

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

Scheme 1
Fig. 1
Scheme 2

Similar content being viewed by others

References

  1. Elgrishi N, Chambers MB, Wang X, Fontecave M (2017) Chem Soc Rev 46:761–796

    Article  CAS  Google Scholar 

  2. Seo H, Katcher MH, Jamison TF (2017) Nature Chem 9(5):453–456

    Article  CAS  Google Scholar 

  3. Song QW, Zhou ZH, He LN (2017) Green Chem 19:3707–3728

    Article  CAS  Google Scholar 

  4. Kim D, Kim DW, Buyukcakir O, Kim MK, Polychronopoulou K, Coskun A (2017) Adv Funct Mater 27:1–8

    Google Scholar 

  5. Comerford JW, Ingram IDV, North M, Wu X (2015) Green Chem 17:1966–1987

    Article  CAS  Google Scholar 

  6. Buyukcakir O, Je SH, Talapaneni SN, Kim D, Coskun A (2017) ACS Appl Mater Inter 9:7209–7216

    Article  CAS  Google Scholar 

  7. Luo R, Chen Y, He Q, Lin X, Xu Q, He X, Zhang W, Zhou X, Ji H (2017) ChemSusChem 10:1526–1533

    Article  CAS  Google Scholar 

  8. Martín C, Fiorani G, Kleij AW (2015) ACS Catal 5:1353–1370

    Article  Google Scholar 

  9. Cokoja M, Wilhelm ME, Anthofer MH, Herrmann WA, Kìhn FE (2015) ChemSusChem 8:2436–2454

    Article  CAS  Google Scholar 

  10. Fiorani G, Guo W, Kleij AW (2015) Green Chem 17:1375–1389

    Article  CAS  Google Scholar 

  11. Sopeña S, Fiorani G, Martín C, Kleij AW (2015) Chemsuschem 8:3248–3254

    Article  Google Scholar 

  12. Castro-Osma JA, North M, Wu X (2014) Chem Eur J 20:15005–15008

    Article  CAS  Google Scholar 

  13. Castro-Osma JA, Lamb KJ, North M (2016) ACS Catal 6:5012–5025

    Article  CAS  Google Scholar 

  14. Ema T, Miyazaki Y, Shimonishi J, Maeda C, Hasegawa J (2014) J Am Chem Soc 136:15270 – 15279

    Article  CAS  Google Scholar 

  15. Maeda C, Taniguchi T, Ogawa K, Ema T (2015) Angew Chem Int Ed 127:136–140

    Article  Google Scholar 

  16. Montoya CA, Gómez CF, Paninho AB, Nunes AVM, Mahmudov KT, Najdanovic-Visak V, Martins LMDRS, Guedesda Silva MFC, Pombeiro AJL, Ponte MN (2016) J Catal 335:135–140

    Article  CAS  Google Scholar 

  17. Mercad E, Zangrando E, Claver C, Godard C (2016) ChemCatChem 8:234–243

    Article  Google Scholar 

  18. Song Q, Chen W, Ma R, Yu A, Li Q, Chang Y, He L (2015) ChemSusChem 8:821–827

    Article  CAS  Google Scholar 

  19. Chen JJ, Gan ZL, Huang Q, Yi XY (2017) Inorg Chim Acta 466:93–99

    Article  CAS  Google Scholar 

  20. Xie Y, Wang TT, Liu XH, Zou K, Deng WQ (2013) Nat Commun 4:1960

    Article  Google Scholar 

  21. Peng J, Yang HJ, Geng Y, Wei Z, Wang L, Guo CY (2017) J CO2 Util 17:243–255

    Article  CAS  Google Scholar 

  22. Peng J, Geng Y, Yang HJ, He W, Wei Z, Yang J, Guo CY (2017) Mol Catal 432:37–46

    Article  CAS  Google Scholar 

  23. Hu J, Ma J, Zhu Q, Qian Q, Han H, Mei Q, Han B (2016) Green Chem 18:382–385

    Article  CAS  Google Scholar 

  24. Song QW, Yu B, Li XD, Ma R, Diao ZF, Li RG, Li W, He LN (2014) Green Chem 16:1633–1638

    Article  CAS  Google Scholar 

  25. Sekine K, Takayanagi A, Kikuchi S, Yamada T (2013) Chem Commun 49:11320–11322

    Article  CAS  Google Scholar 

  26. Zhang WZ, Shi LL, Liu C, Yang XT, Wang YB, Luo Y, Lu XB (2014) Org Chem Front 1:275–283

    Article  CAS  Google Scholar 

  27. Peng J, Yang HJ, Song N, Guo CY (2015) J CO2 Util 9:16–22

    Article  CAS  Google Scholar 

Download references

Acknowledgements

This work was supported by the National Natural Science Foundation of China (Project 21571190), Hunan Provincial Science and Technology Plan Project, China (No. 2016TP1007).

Author information

Author notes

  1. Jing-Jing Chen and Zhi-Liang Gan have contributed equally to this research.

Authors and Affiliations

  1. College of Chemistry and Chemical Engineering, Central South University, Changsha, 410083, Hunan, People’s Republic of China

    Jing-Jing Chen, Zhi-Liang Gan & Xiao-Yi Yi

  2. Hunan Provincial Key Laboratory of Efficient and Clear Utilization of Manganese Resources, Central South University, Changsha, 410083, Hunan, People’s Republic of China

    Xiao-Yi Yi

Authors
  1. Jing-Jing Chen
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Zhi-Liang Gan
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Xiao-Yi Yi
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Xiao-Yi Yi.

Ethics declarations

Conflict of interest

We declare that we have no financial and personal relationships with other people or organizations that can inappropriately influence our work. There is no professional or other personal interest of any nature or kind in any product, service and/or company that could be construed as influencing the position presented in, or the review of, the manuscript entitled.

Electronic supplementary material

Below is the link to the electronic supplementary material.

Supplementary material 1 (DOC 898 KB)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Chen, JJ., Gan, ZL. & Yi, XY. Dinuclear Silver Complexes for Solvent-Free Catalytic Synthesis of Cyclic Carbonates from Epoxides and CO2 at Ambient Temperature and Pressure. Catal Lett 148, 852–856 (2018). https://doi.org/10.1007/s10562-017-2268-1

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10562-017-2268-1

Keywords

Search

Navigation