Skip to main content
SpringerLink
Log in

Synthesis of 1,2,4-triaza-3,5-diphospholidines

  • Original Paper
  • Published:
Monatshefte für Chemie - Chemical Monthly Aims and scope Submit manuscript

Abstract

1,2,4-Triaza-3,5-diphospholidines were synthesized by highly selective cyclization reactions between N,N-bis[chloro(phenyl)phosphino]methylamine and 1,2-disubstituted hydrazines. Three examples of molecular structures are discussed against the background of configurational isomers and the potential of the title compounds as versatile cyclic ligands with chelating P–N–P motif.

Graphical abstract

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

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8

Similar content being viewed by others

References

  1. Michaelis A (1903) Justus Liebigs Ann Chem 326:129

    Article  CAS  Google Scholar 

  2. Balakrishna MS, Reddy VS, Krishnamurthy SS, Nixon JF, Burckett St Laurent JCTR (1994) Coord Chem Rev 129:1

    Article  CAS  Google Scholar 

  3. Stamatopoulos I, Plaček M, Psycharis V, Terzis A, Svoboda J, Kyritsis P, Vohlídal J (2012) Inorg Chim Acta 387:390

    Article  CAS  Google Scholar 

  4. Trentin F, Chapman AM, Scarso A, Sgarbossa P, Michelin RA, Strukul G, Wass DF (2012) Adv Synth Catal 354:1095

    Article  CAS  Google Scholar 

  5. Rosenthal U, Müller BH, Peulecke N, Peitz S, Wöhl A, Müller W (2017) In: Cornils B, Herrmann WA, Beller M, Paciello R (eds) Applied homogeneous catalysis with organometallic compounds: a comprehensive handbook in three volumes, 3rd edn. Wiley-VCH, Weinheim

    Google Scholar 

  6. Nöth H, Ullmann R (1976) Chem Ber 109:1942

    Article  Google Scholar 

  7. Vasisht SK, Dixit S, Bandhu K (1998) Indian J Chem 37A:887

    CAS  Google Scholar 

  8. Höhne M, Peulecke N, Konieczny K, Müller BH, Rosenthal U (2017) ChemCatChem 9:2467

    Article  Google Scholar 

  9. Höhne M, Joksch M, Konieczny K, Müller BH, Spannenberg A, Peulecke N, Rosenthal U (2017) Chem Eur J 23:4298

    Article  Google Scholar 

  10. Peulecke N, Müller BH, Spannenberg A, Höhne M, Rosenthal U, Wöhl A, Müller W, Alqahtani A, Al Hazmi M (2016) Dalton Trans 45:8869

    Article  CAS  Google Scholar 

  11. Yogendra S, Hennersdorf F, Weigand JJ (2017) Inorg Chem 56:8698

    Article  CAS  Google Scholar 

  12. Pyykkö P (2015) J Phys Chem A 119:2326

    Article  Google Scholar 

  13. Wildt J, Brezny AC, Landis CR (2017) Organometallics 36:3142

    Article  CAS  Google Scholar 

  14. Allen FH, Kennard O, Watson DG, Brammer L, Orpen AG, Taylor R (1987) J Chem Soc Perkin Trans 2:S1

    Article  Google Scholar 

  15. Seong JH, Young KK (1996) J Mol Struct Theochem 369:157

    Article  Google Scholar 

  16. Kunitski M, Riehn C, Matylitsky VV, Tarakeshwar P, Brutschy B (2010) Phys Chem Chem Phys 12:72

    Article  CAS  Google Scholar 

  17. Belostotskii AM, Aped P, Hassner A (1998) J Mol Struct Theochem 429:265

    Article  CAS  Google Scholar 

  18. Anet FAL, Yavari I (1979) Org Magn Reson 12:362

    Article  CAS  Google Scholar 

  19. Kostyanovsky RG, Kadorkina GK, Kostyanovsky VR, Schurig V, Trapp O (2000) Angew Chem 112:3066

    Article  Google Scholar 

  20. Merrem HJ, Ehehalt R, Engelhardt U (1979) Chem Ber 112:3589

    Article  CAS  Google Scholar 

  21. Nelsen SF, Weisman GR (1975) J Am Chem Soc 98:1842

    Article  Google Scholar 

  22. Anderson JE, Lehn JM (1967) J Am Chem Soc 89:81

    Article  CAS  Google Scholar 

  23. Kostyanovsky RG, Rademacher P, El’natanov YI, Kadorkina K, Nikiforov A, Chervin II, Usachev SV, Kostyanovsky VR (1997) Russ Chem Bull 46:1291

    Article  CAS  Google Scholar 

  24. Ullmann R, Nöth H (1976) Chem Ber 109:2581

    Article  CAS  Google Scholar 

  25. Jefferson R, Nixon JF, Painter TM, Keat R, Stobbs L (1973) J Chem Soc Dalton Trans 13:1414

    Article  Google Scholar 

  26. Sheldrick GM (2008) Acta Crystallogr Sect A 64:112

    Article  CAS  Google Scholar 

  27. Sheldrick GM (2015) Acta Crystallogr Sect C 71:3

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Leibniz Institute for Catalysis at the University of Rostock, Albert-Einstein-Str. 29A, 18059, Rostock, Germany

    Bernd H. Müller, Katharina Konieczny, Martha Höhne, Anke Spannenberg, Normen Peulecke, Jan-Ole Moritz, Marleen Winterberg & Uwe Rosenthal

Authors
  1. Bernd H. Müller
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Katharina Konieczny
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Martha Höhne
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Anke Spannenberg
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Normen Peulecke
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Jan-Ole Moritz
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. Marleen Winterberg
    View author publications

    You can also search for this author in PubMed Google Scholar

  8. Uwe Rosenthal
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Uwe Rosenthal.

Electronic supplementary material

Below is the link to the electronic supplementary material.

Supplementary material 1 (PDF 2187 kb)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Müller, B.H., Konieczny, K., Höhne, M. et al. Synthesis of 1,2,4-triaza-3,5-diphospholidines. Monatsh Chem 149, 765–771 (2018). https://doi.org/10.1007/s00706-017-2082-x

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00706-017-2082-x

Keywords

Search

Navigation