Cyclic phosphenium and arsenium cations with 6π electrons and related systems

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Claire J. Carmalt and Viviana Lomeli


Abstract

Cyclic phosphenium (1a) and arsenium (1b) cations are formed either by treatment of germylene 2b with ECl3 (E = P, As) or via the metathetical reaction of LiN(But)C[double bond, length half m-dash]CN(But)Li with ECl3 and the structures of 1a and 1b are compared with those of pertinent saturated analogues.


References

  1. M. Denk, R. Lennon, R. Hayashi, R. West, A. V. Belyakov, H. P. Verne, A. Haaland, M. Wagner and N. Metzler, J. Am. Chem. Soc., 1994, 116, 2691 CrossRef CAS.
  2. W. A. Herrmann, M. Denk, J. Behm, W. Scherer, F.-R. Klingan, H. Bock, M. Soluki and M. Wagner, Angew. Chem., Int. Ed. Engl., 1992, 31, 1485 CrossRef.
  3. G. Boche, P. Andrews, K. Harms, M. Marsch, K. S. Rangappa, M. Schimeczek and C. Willeke, J. Am. Chem. Soc., 1996, 118, 4925 CrossRef CAS.
  4. A. M. Kibardin, I. A. Litvinov, V. A. Naumov, Yu. T. Struchkov, T. V. Gryaznova, Yu. B. Mikhailov and A. N. Pudovik, Dokl. Akad. Nauk SSSR, 1988, 298, 369 Search PubMed; Ya. M. Paushkin, Yu. M. Zhorov, A. L. Lapidus and E. G. Gorlov, Dokl. Akac. Nauk SSSR, 1988, 298, 374 Search PubMed.
  5. M. K. Denk, S. Gupta and R. Ramachandran, Tetrahedron Lett., 1996, 37, 9025 CrossRef CAS.
  6. N. Burford, T. M. Parks, B. W. Royan, B. Borecka, T. S. Cameron, J. F. Richardson, E. J. Gabe and R. Haynes, J. Am. Chem. Soc., 1992, 114, 8147 CrossRef CAS.
  7. Interestingly however, the six-membered cyclic arsenium cation, MeN(CH2)3N(Me)As+, is monomeric thus implying that the association between monomers is weak in the five-membered ring system.8.
  8. N. Burford, C. L. B. Macdonald, T. M. Parks, G. Wu, B. Borecka, W. Kwiatkowski and T. S. Cameron, Can. J. Chem., 1996, 74, 2209 CAS.
  9. N. Burford, P. Losier, C. Macdonald, V. Kyrimis, P. K. Bakshi and T. S. Cameron, Inorg. Chem., 1994, 33, 1434 CrossRef CAS and references therein.
  10. E. Niecke, M. Nieger and F. Reichert, Angew. Chem., Int. Ed. Engl., 1988, 27, 1715 CrossRef.
  11. N. Burford, S. Mason, R. E. v. H. Spence, J. M. Whalen, J. F. Richardson and R. D. Rogers, Organometallics, 1992, 11, 2241 CrossRef CAS.
  12. A. J. Arduengo, III, R. L. Harlow and M. Kline, J. Am. Chem. Soc., 1991, 113, 361 CrossRef; A. J. Arduengo, III, H. V. Rasika Dias, R. L. Harlow and M. Kline, J. Am. Chem. Soc., 1992, 114, 5530 CrossRef CAS.
  13. H.-W. Wanzlick and E. Schikora, Angew. Chem., 1960, 72, 494 CrossRef CAS; H.-W. Wanzlick, Angew. Chem., 1962, 74, 129 CrossRef CAS.
  14. A. H. Cowley, M. C. Cushner and J. S. Szobota, J. Am. Chem. Soc., 1978, 100, 7784 CrossRef CAS.