Nitrilimines

Journal of the American Chemical Society

Volumn 102, Issue 6, 1980, Pages 2093-2094

  Toubro, Nils Henrik ^a   Holm, Arne ^a  

^a UNIVERSITY OF COPENHAGEN   (Denmark)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0342562409     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00526a058     Document Type: Letter

References (18)

1. R. Huisgen, M. Seidel, J. Sauer, J. W. McFarland, and G. Wallbillich, J. Org. Chem., 24, 892 (1959); R. Huisgen, M. Seidel, G. Wallbillich, and H. Knupfer, Tetrahedron, 17, 3 (1962).
2. L. Garanti, A. Vigevani, and G. Zecchi, Tetrahedron Lett., 1527 (1976).
3. R. Huisgen, J. Sauer, H. J. Sturm, and J. H. Markgraf, Chem. Ber., 93, 2106 (1960); R. Fusco, L. Garanti, and G. Zecchi, Tetrahedron Lett., 269 (1974); I. Garanti, A. Sala, and G. Zecchi, J. Org. Chem., 42,1389 (1977); H. Meier, H. Heimgartner, and H. Schmid, Helv. Chim. Acta, 60, 1087 (1977); H. Meier and H. Heimgartner, Tetrahedron Lett., 60, 3035 (1977); G. Schmitt and B. Laude, Tetrahedron Lett., 3727 (1978); L. Garanti and G. Zecchi, Synthesis, 814 (1974).
4. C. Wentrup, A. Damerius, and W. Reichen, J. Org. Chem., 43, 2037 (1978).
5. C. H. Krauch, J. Kuhls, and H.-J. Piek, Tetrahedron Lett., 4043 (1966); Y. Huseya, A. Chinone, and M. Ohta, Bull. Chem. Soc. Jpn., 44, 1667 (1971); C. S. Angadiyavar and M. V. George, J. Org. Chem., 36, 1589 (1971); M. Marky, H.-J. Hansen, and H. Schmid, Helv. Chim. Acta, 54, 1275 (1971); H. Gotthardt and F. Reiter, Tetrahedron Lett., 2749 (1971); see also W. D. Ollis and C. A. Ramsden, Adv. Heterocycl. Chem., 19, 1 (1976), especially p 68.
6. J. S. Clovis, A. Eckell, R. Huisgen, and R. Sustmann, Chem. Ber., 100, 60 (1967); P. Scheiner, J. Org. Chem., 34, 199(1969); P. Scheiner and J. F. Dinda, Jr., Tetrahedron, 26, 2619 (1970); P. Scheiner and W. M. Litchman, J. Chem. Soc., Chem. Commun., 781 (1972).
7. M. Marky, H. Meier, A. Wunderli, H. Heimgartner, H. Schmid, and H.-J. Hansen, Helv. Chim. Acta, 61, 1477 (1978).
8. Films were prepared from PVC, Corvic D60/13, I.C.I.: N. Geacintov, G. Oster and T. Cassen, J. Opt. Soc. Am., 58, 1217 (1968).
9. W. Sieber, P. Gilgen, S. Chaloupka, H.-J. Hansen, and H. Schmid, Helv. Chim. Acta, 56, 1679 (1973).
10. The following values were recorded for the authentic compounds in PVC at 85 K: diphenylcarbodiimide, 2137 (s), 2106 (w); benzonitrile, 2228; di-phenylcyanamide, 2223 cm-1.
11. D. A. Williams and J. Fleming, “Spectroscopic Methods in Organic Chemistry”, 2nd ed., McGraw-Hill, New York, 1973.
12. R. G. Gillis and J. L. Occolowitz, Spectrochim. Acta, 19, 873 (1963).
13. C. Pecile, A. Foffani, and S. Ghersetti, Tetrahedron, 20, 823 (1964).
14. H. Bredereck, B. Fohlisch, and K. Walz, Justus Liebigs Ann. Chem., 686, 92(1965).
15. S. Ito, Y. Tanaka, A. Kakehi, and K. Kondo, Bull. Chem. Soc. Jpn., 49, 1920 (1976).
16. O. L. Chapman and J.-P. Le Roux, J. Am. Chem. Soc., 100, 282 (1978); O. L. Chapman, R. S. Sheridan, and J.-P. Le Roux, Bull. Chem. Soc. Jpn., 100, 6245 (1978).
17. Reported to 2070 cm-1 in PVC at 85 K: C. L. Pedersen, N. Harrit, M. Poliakoff, arid I. Dunkin, Acta Chem. Scand., B. 31, 848 (1977).
18. P. Caramella and K. N. Houk, J. Am. Chem. Soc., 98, 6397 (1976).