Literature cited
A. Heiter, Jahresber, 328 (1863); 302 (1865).
A. Baeyer and S. Oekonomides, Chem. Ber.,15, 2093 (1882);16, 2193 (1883).
A. Brändström, Arkiv, Kemi,7, 81 (1954); 11, 567 (1957).
A. N. Nesmeyanov and M. I. Kabachnik, Zh. Obshch. Khim.,25, 41 (1955).
N. Kornblum, P. J. Berrigan, W. J. le Noble, J. Am. Chem. Soc.,85, 1141 (1963); N. Kornblum, R. Seltzer, and P. Haberfield, ibid.,85, 1148 (1963); N. Kornblum and P. Pink, Tetrahedron,19, 17 (1963).
W. J. le Noble and H. F. Morris, J. Org. Chem.,34, 1969 (1969).
A. G. Pinkus, A. B. Wu, and J. G. Lindberg, Chem. Commun., 859 (1970); A. L. Kurts, A. Masias, I. P. Beletskaya, and O. A. Reutov, Tetrahedron,27, 4759 (1971); A. L. Kurts, P. I. Dem'yanov, A. Masias, I. P. Beletskaya, and O. A. Reutov, ibid.,24, 4769 (1971); A. L. Kurts, N. K. Genkina, A. Masias, I. P. Beletskaya, and O. A. Reutov, ibid.,24, 4777 (1971); A. L. Kurts, P. I. Dem'yanov, I. P. Beletskaya, and O. A. Reutov, Zh. Org. Khim.,9, 1313 (1973); A. L. Kurts, I. P. Beletskaya, and O. A. Reutov, Vestn. Mosk. Univ., Ser. Khimiya, No. 4, 387 (1974); H. O. House, R. A. Auerbach, M. Gall, and N. D. Peet, J. Org. Chem.,38, 514 (1973); L. M. Jackman and R. C. Haddon, J. Am. Chem. Soc.,95, 3687 (1973); E. A. Noe and M. Raban, ibid.,96, 6184 (1974); O. A. Reutov and A. L. Kurts, Usp. Khim.,46, 1964 (1977).
R. Gompper and H.-U. Wagner, Angew. Chem.,88, 389 (1976).
G. Klopman and R. F. Hudson, Theor. Chim. Acta,8, 165 (1967); G. Klopman, J. Am. Chem. Soc.,90, 223 (1968); R. F. Hudson, Angew. Chem.,85, 63 (1973); ibid., Int. Ed.,12, 36 (1973).
R. G. Pearson, Hard and Soft Acids and Bases, Hutchinson and Ross, Dowden, Stroudsburg, Pa. (1973).
T. A. Mastryukova, Phosphorus Sulfur,1, 211 (1976).
C. J. Pedersen and H. K. Frensdorff, Angew. Chem. Int. Ed.,11, 16 (1972).
R. A. More O'Ferrall, Adv. Phys. Org. Chem.,5 331 (1967); R. A. More O'Ferrall, W. K. Kwok, and S. I. Miller, J. Am. Chem. Soc.,86, 5553 (1964).
J. D. Roberts, W. Watanabe, and E. McMahon, J. Am. Chem. Soc.,73, 2521 (1951); J. D. Roberts and C. M. Regan, ibid.,74, 3695 (1952); J. D. Roberts, C. M. Regan, and I. Allen, ibid.,74, 3679 (1952); J. D. Roberts, C. M. Regan, ibid.,76, 939 (1954); J. D. Roberts, C. M. Regan, ibid.,75, 2167, 4102 (1953).
K. Bowden, A. Buckley, and N. B. Chapman, J. Chem. Soc., 3880 (1964); A. Buckley, N. B. Chapman, M. R. J. Dack, J. Shorter, and H. M. Wall, ibid., Sec. B, 631 (1968); N. B. Chapman, M. R. J. Dack, and J. Shorter, ibid., Sec. B. 834 (1971); N. B. Chapman, M. R. J. Dack, D. I. Newman, J. Shorter, and R. Wilkinson, J. Chem. Soc., Perkin Trans. II, 962 (1974); N. B. Chapman, M. R. J. Dack, D. I. Newman, J. Shorter, and R. Wilkinson, ibid., 971 (1974).
D. Bethell and J. D. Callister, J. Chem. Soc.,3801, 3808 (1963).
J. F. Lane and R. L. Feller, J. Am. Chem. Soc.,73, 4230 (1951).
R. Huisgen and C. Rüchardt, Liebigs, Ann. Chem.,601, 1 (1956).
J. F. McGarrity and T. Smyth, Chem. Commun., 347 (1977).
F. Arndt, B. Eistert, R. Gompper, and W. Walter, Ber.,94, 2125 (1961).
F. A. Long and M. A. Paul, Chem. Revs.,57, 935 (1957); K. D. Warren, J. Chem. Soc., 2561 (1961).
C. K. Ingold, Structure and Mechanism in Organic Chemistry, Cornell Univ. Press, Ithaca (1953).
H. Dahn and H. Gold, Helv. Chim. Acta,46, 983 (1963).
R. Gompper, Angew. Chem.,76, 412 (1964).
T. A. Mastryukova, M. Orlov, L. S. Butorina, E. I. Matrosov, T. M. Shcherbina, and M. I. Kabachnik, Zh. Obshch. Khim.,44, 1001 (1974).
O. Exner, Collect. Czech. Chem. Commun.,26, 1 (1961).
M. Orlov, T. B. Sakharova, L. S. Butorina, E. I. Matrosov, and T. A. Mastryukova, in: Chemistry and Application of Organophosphorus Compounds, Proceedings of the Fifth Conference, 1972 [in Russian], Nauka (1974), p. 358.
T. A. Mastryukova, M. Orlov, D. Eremich, and M. I. Kabachnik, Zh. Obshch. Khim.,44, 2403 (1974).
T. A. Mastryukova, L. S. Butorina, and M. I. Kabachnik, Zh. Obshch. Khim.,43, 2083 (1973).
T. A. Mastryukova, L. S. Butorina, E. I. Matrosov, and M. I. Kabachnik, Zh. Obshch. Khim.,47, 748 (1977).
T. A. Mastryukova, L. S. Butorina, V. N. Kushnir, and M. I. Kabachnik, Zh. Obshch. Khim.,47, 981 (1977).
T. A. Mastryukova, R. M. Kalyanova, G. K. Genkina, T. M. Shcherbina, V. A. Svoren', and M. I. Kabachnik, Zh. Obshch. Khim.,47, 2723 (1977).
T. A. Mastryukova, L. S. Butorina, A. B. Uryupin, V. A. Svoren', and M. I. Kabachnik, Zh. Obshch. Khim.,48, 257 (1978).
T. A. Mastryukova, Ya. Mikhal'skii, A. B. Uryupin, Z. Skshiptshin'skii, and M. I. Kaba-Kabachnik, Zh. Obshch. Khim.,48, 463 (1978).
T. A. Mastryukova, Ya. Mikhal'skii, A. B. Uryupin, Z. Skshiptshin'skii, and M. I. Kabachnik, Zh. Obshch. Khim.,48, 1447 (1978).
T. A. Mastryukova, A. B. Uryupin, and M. I. Kabachnik, Zh. Obshch. Khim.,48, No. 10 (1978).
N. Kornblum, R. A. Smiley, R. K. Blackwood, and D. C. Iffland, J. Am. Chem. Soc.,77, 6269 (1955), N. Kornblum et al, ibid.,76, 3209 (1954); N. Kornblum et al., ibid.,77, 5528 (1955).
C. K. Ingold, Structure and Mechanism in Organic Chemistry, Cornell Univ. Press, Ithaca (1969).
M. I. Kabachnik, T. A. Mastryukova, A. E. Shipov, and T. A. Melentyeva, Tetrahedron,9, 10 (1960).
A. Markowska, Bull. Acad. Pol. Sci. Ser. Sci. Chim.,13, 149 (1965).
T. A. Mastryukova and M. I. Kabachnik, Usp. Khim.,38, 1751 (1969).
E. S. Amis, Solvent Effects on Reaction Rates, Academic Press, New York (1964).
M. T. Shafik, D. Bradway, F. Y. Biros, and H. F. Enos, J. Agr. Food Chem.,18, 1174 (1970).
J. D. Dickinson and C. Eaborn, J. Chem. Soc., 3574 (1959).
K. D. Warren, J. Chem. Soc., 2561 (1961).
W. Jugelt and L. Berseck, Tetrahedron,26, 5557 (1970).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2040–2061, September, 1978.
This paper was printed according to a decision of the editorial board of the journal on March 2, 1978.
The following participated in this series of studies: L. S. Lutorina', G. K. Genkina, D. Eremich, R. M. Kalyanova, E. I. Matresov, Ya. Mikhal'skii, M. Orlov, V. A. Svoren', Z. Skshiptship'skii, A. B. Uryupin, and T. M. Shcherbina. We take this opportunity to thank them again.
Rights and permissions
About this article
Cite this article
Mastryukova, T.A., Kabachnik, M.I. Reactions of monothio, monoseleno, and selenothio acids of phosphorus with aliphatic diazo compounds. Russ Chem Bull 27, 1795–1814 (1978). https://doi.org/10.1007/BF00929227
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00929227