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Original Articles

STEREOCHEMISTRY OF INCIPIENT ELECTROPHILIC AND NUCLEOPHILIC REACTIONS AT DIVALENT SELENIUM CENTER: ELECTROPHILIC-NUCLEOPHILIC PAIRING AND ANISOTROPIC SHAPE OF Se IN Se…Se INTERACTIONS

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Pages 221-229 | Received 25 Apr 1986, Accepted 09 Oct 1986, Published online: 03 Jan 2007

References

  • Stadtman , T. C. 1974 . Science , 183 : 915 T. C. Stadtman, Trends in Biochemical Sciences, 203(1980)
  • Bondi , A. J. 1964 . J. Phys. Chem. , 68 : 441
  • Rajeswaran , M. and Parthasarathy , R. 1984 . Acta Cryst. , C40 : 647
  • Aleby , S. 1972 . Acta Cryst. , B28 : 1509 C. M. Woodward, D. S. Brown, J. D. Lee and A. G. Massey, J. Organomet. Chem., 121, 333(1976); O. Foss and V. Janickis, J. C. S. Dalton Trans., 628(1980)
  • Rosenfield , R. E. Jr. , Parthasarathy , R. and Dunitz , J. D. 1977 . J. Am. Chem. Soc. , 99 : 4860 T. N. GuruRow and R. Parthasarathy, J. Am. Chem. Soc., 103, 477(1981)
  • Allen , F. H. , Bellard , S. , Brice , M. D. , Cartwright , B. A. , Doubleday , A. , Higgs , H. , Hummelink , T. , Hummelink-Peters , B. J. , Kennard , O. , Motherwell , W. D. S. , Rodgers , J. R. and Watson , D. G. 1979 . Acta Cryst. , B35 : 2331
  • Of the 128 structures considered, there are 10 structures which have Se atom coordinated to a metal ion. These enter into 17 shortest contacts. For nucleophiles, there are 24 structures containing 27 shortest contacts
  • The mean value of ϑ and ϕ for electrophiles are 22(4)° and 167(25)°. The mean value of ⊘ and ⊘ for nucleophiles are 79(11)° and 135(15)°
  • Ramasubbu , N. , Parthasarathy , R. and Murray-Rust , P. 1986 . J. Am. Chem. Soc. , 108 : 4308
  • Fukui , K. , Yonezawa , T. and Shingu , H. J. 1952 . J. Chem. Phys. , 20 : 772 K. Fukui, T. Yonezawa, C. Nagata, and H. Shingu, J. Chem. Phys., 22, 1433(1954)
  • There are 25 structures which give rise to a total of 34 pairs of Se…Se interaction. Of these, 13 pairs belong to type III and the remaining 21 pairs to type I and II pairing. The shortest Se…Se contact occurs in the structure of 1,3-diselenazolidine-2,4-dione (Ref Code: BOJCOS)12
  • Levshin , I. B. , Kaganskii , M. M. , Yanovskii , A. I. and Struchkov , Yu. T. 1982 . Zh. Prikl. Spektrok. , 37 : 103
  • By looking at intermolecular distances up to about 5 Å, Nyburg and Faerman14 have suggested that Se in >C=Se chemical groups could be anisotropic due to “polar flattening”
  • Nyburg , S. C. and Faerman , C. H. 1985 . Acta Cryst. , B41 : 274

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