View PDF Version
 
DOI: 10.1039/A706629E (Paper) Reference Section for: Chem. Commun., 1997, 2293-2294

1,4-Diselenine synthesis by Diels–Alder reaction of a novel exocyclic 1,2-diselone: X-ray crystal structure of (5,6-dimethoxycarbonyl-1,4-diselenine-2,3-dithiolate)Ni(dppe) [dppe = 1,2-(Ph2P)2C2H4]

(Note: The full text of this document is currently only available in the PDF Version )

Antony Chesney, Martin R. Bryce, Andrei S. Batsanov and Judith A. K. Howard

Abstract

The salt (NBu4)2[Zn(dsit)2] 6 has been converted into the polymer (C3S3Se2)n 7 which is a source of the reactive 1,2-diselone 8, trapping of which with dimethyl acetylenedicarboxylate affords the 1,4-diselenine derivative 9, which is subsequently transformed into the 1,4-diselenine-2,3-dithiolate species 11, characterised by the X-ray crystal structure of a nickel complex 12.

References

  1. M. R. Bryce and A. Chesney, J. Chem. Soc., Chem. Commun., 1995, 195 RSC.
  2. (a) H. Fischer, K. Treier, C. Troll and R. Stumpf, J. Chem. Soc., Chem. Commun., 1995, 2461 RSC; (b) N. Takeda, N. Tokitoh and R. Okazaki, Angew. Chem., Int. Ed. Engl., 1996, 35, 660 CrossRef CAS; (c) S. Yoshida, M. R. Bryce and A. Chesney, Chem. Commun., 1996, 2375 RSC.
  3. X. Yang, T. B. Rauchfuss and S. Wilson, J. Chem. Soc., Chem. Commun., 1990, 34 RSC.
  4. (a) O. Y. Neiland, Y. Y. Katsens and Y. N. Kreitsberga, Z. Org. Chim., 1989, 25, 592 Search PubMed; (b) N. Svenstrup and J. Becher, Synthesis, 1995, 215 CrossRef CAS.
  5. G. Steimecke, H.-J. Sieler, R. Kirmse and E. Hoyer, Phosphorus Sulfur, 1979, 7, 49 Search PubMed.
  6. (a) R. M. Olk, A. Röhr, B. Olk and E. Hoyer, Z. Chem., 1988, 28, 304 CAS; (b) H. Poleschner, R. Radeglia and J. Fuchs, J. Organomet. Chem., 1992, 427, 213 CrossRef CAS; (c) J. Garín, J. Orduna, M. Savirón, M. R. Bryce, A. J. Moore and V. Morisson, Tetrahedron, 1996, 52, 11063 CrossRef CAS.
  7. A. B. Borisenko, M. Broschag, I. Hargittai, T. M. Klapötke, D. Schröder, A. Schulz, H. Schwartz, I. C. Tornieporth-Oetting and P. S. White, J. Chem. Soc., Dalton Trans., 1994, 2705 RSC.
  8. J. H. Welch, R. D. Bereman, J. Bordner, W. Hatfield and J. H. Helms, Inorg. Chem., 1985, 24, 2905 CrossRef CAS.
  9. V. P. Litvinov, I. A. Dzhumaev, G. V. Gridunova, V. E. Shklover, Yu. T. Struchkov and B. M. Zolotarev, Bull. Acad. Sci. USSR, Div. Chem. Sci., 1985, 34, 782 Search PubMed.
  10. M. R. J. Dorrity, A. Lavery, J. F. Malone, C. P. Morley and R. R. Vaughan, Heteroatom Chem., 1992, 3, 87 CrossRef CAS; F. R. Fronczek, H. E. Folsom and P. W. Rabideau, private communication to CCDC, 1995, ref. code PAPKUM01.
  11. H. Kim, A. Kobayashi, Y. Sasaki, R. Kato, H. Kobayashi, T. Nakamura, T. Nogami and Y. Shirota, Bull. Chem. Soc. Jpn., 1988, 61, 2559 CAS.
Click here to see how this site uses Cookies. View our privacy policy here.