State in solution, structure, and regioselectivity of reactions of the lithium 1-(2-methoxyphenyl)-3,3-diphenylpropyne derivative

Russian Chemical Bulletin

Volumn 46, Issue 11, 1997, Pages 1939-1947

  Dem'yanov, P I ^a   Krut'ko, D P ^a   Borzov, M V ^a   Luk'yanov, E V ^a   Petrosyan, V S ^a  

^a MOSCOW STATE UNIVERSITY   (Russian Federation)

Author keywords

Benzylation; Contact ion pairs; Ethylation; Lithium derivative of 1 (2 methoxyphenyl) 3,3 diphenylpropyne; Protonation; Regioselectivity; Solvent separated ion pairs; Structure

Indexed keywords

EID: 0031325850     PISSN: 10665285     EISSN: None     Source Type: Journal    
DOI: 10.1007/BF02503791     Document Type: Article

References (37)

1. J. Klein, in The Chemistry of The Carbon-Carbon Triple Bond, Ed. S. Patai, Wiley, New York, 1978, Part 1, 343.
2. J.-L. Moreau, in The Chemistry of Ketenes, Allenes and Related Compounds, Ed. S. Patai, Wiley, New York, 1980, Part 1, 363.
3. J.F. Bielmann and J.-B. Ducep, Org. React., 1982, 27, 1.
4. R. Epsztein, in Comprehensive Carbanion Chemistry, Eds. E. Buncel, T. Durst, Elsevier, Amsterdam, 1984, Part B, 107.
5. H. Jamamoto, in Comprehensive Organic Synthesis, Eds. B. M. Trost, I. Fleming, Pergamon Press, Oxford, 1991, Vol. 2, 81.
6. P. I. Dem'yanov, I. M. Shtyrkov, V. S. Petrosyan, and O. A. Reutov, Vestn. Mask. Gos. Univ., Ser. Khim. [Bull. Moscow State Univ., Div. Chem. Sci.], 1988, 29, 384 (in Russian).
7. P. I. Dem'yanov, I. M. Shtyrkov, G. V. Fyodorova, and V. S. Petrosyan, Pure Appl. Chem., 1990, 62, 681.
8. I. Smid, in Ion and Ion Pairs in Organic Reactions, Ed. M. Srwarc, Wiley, New York, 1972, Vol. 1.
9. Ion and Ion Pairs in Organic Reactions, Ed. M. Szwarc, Wiley, New York, 1974, Vol. 2, 566 p.
10. A. A. Solov'yanov and I. P. Beletskaya, Usp. Khim., 1978, 47, 819 [Russ. Chem. Rev., 1978, 47 (Engl. Transl.)].
11. A. A. Solov'yanov and I. P. Beletskaya, Usp. Khim., 1978, 47, 819 [Russ. Chem. Rev., 1978, 47 (Engl. Transl.)].
12. P. I. Dem'yanov, I. M. Shtyrkov, V. S. Petrosyan, and O. A. Reutov, Vestn. Mosk. Gos. Univ., Ser. Khim. [Bull. Moscow State Univ., Div. Chem. Sci.], 1988, 29, 203 (in Russian).
13. P. I. Dem'yanov, I. M. Shtyrkov, D. P. Krut'ko, V. S. Petrosyan, and O. A. Reutov, Metalloorg. Khim., 1988, 1, 1048 [Organomet. Chem. USSR, 1988, 1 (Engl. Transl.)].
14. P. I. Dem'yanov, I. M. Shtyrkov, D. P. Krut'ko, V. S. Petrosyan, and O. A. Reutov, Metalloorg. Khim., 1988, 1, 1048 [Organomet. Chem. USSR, 1988, 1 (Engl. Transl.)].
15. P. I. Dem'yanov, I. M. Shtyrkov, D. P. Krut'ko, M. V. Vener, and V. S. Petrosyan, J. Organomet. Chem., 1992, 438, 265.
16. P. Dem'yanov, G. Boche, M. Marsch, K. Harms, G. Fyodorova, and V. Petrosyan, Liebigs Ann., 1995, 457.
17. D. H. O'Brien, in Comprehensive Carbanion Chemistry, Eds. E. Buncel and T. Durst, Elsevier, Amsterdam, 1980, Vol. 5, 271.
18. P. I. Dem'yanov, I. M. Shtyrkov, D. P. Krut'ko, V. S. Petrosyan, and O. A. Reutov, Metalloorg. Khim., 1988, 1, 1033 [Organomet. Chem. USSR, 1988, 1 (Engl. Transl.)].
19. P. I. Dem'yanov, I. M. Shtyrkov, D. P. Krut'ko, V. S. Petrosyan, and O. A. Reutov, Metalloorg. Khim., 1988, 1, 1033 [Organomet. Chem. USSR, 1988, 1 (Engl. Transl.)].
20. P. I. Dem'yanov, I. B. Fedot'eva, V. S. Petrosyan, and O. A. Reutov, Vestn. Mosk. Gos. Univ., Ser. Khim. [Bull. Moscow State Univ., Div. Chem. Sci.], 1984, 25, 467 (in Russian).
21. H. J. Reich and J. E. Holladay, J. Am. Chem. Soc., 1995, 117, 8470.
22. C. Lambert, P. v. R. Schleyer, and E.-U. Würthwein, J. Org. Chem., 1993, 58, 6377.
23. I. M. Shtyrkov, P. I. Dem'yanov, and V. S. Petrosyan, Metallorg. Khim., 1992, 5, 1348 [Organomet. Chem. USSR, 1992, 5 (Engl. Transl.)].
24. I. M. Shtyrkov, P. I. Dem'yanov, and V. S. Petrosyan, Metallorg. Khim., 1992, 5, 1348 [Organomet. Chem. USSR, 1992, 5 (Engl. Transl.)].
25. T. V. Talalaeva and K. A. Kocheshkov, Metody elementoorgaicheskoi khimii. Litii, natrii, kalii, rubidii, tsezii [Methods of Organoelement Chemistry. Lithium, Sodium, Potassium, Rubidium, and Cesium], Nauka, Moscow, 1971, Vol 2, 724 (in Russian).
26. P. I. Dem'yanov, I. B. Fedot'eva, E. V. Babaev, V. S. Petrosyan, and O. A. Reutov, Dokl. Akad. Nauk SSSR, 1983, 268, 1403 [Dokl. Chem., 1983 (Engl. Transl.)].
27. P. I. Dem'yanov, I. B. Fedot'eva, E. V. Babaev, V. S. Petrosyan, and O. A. Reutov, Dokl. Akad. Nauk SSSR, 1983, 268, 1403 [Dokl. Chem., 1983 (Engl. Transl.)].
28. P. I. Dem'yanov, I. B. Fedot'eva, V. S. Petrosyan, and O. A. Reutov, Vestn. Mask. Gos. Univ., Ser. Khim. [Bull. Moscow State Univ., Div. Chem. Sci.], 1984, 25, 297 (in Russian).
29. P. I. Dem'yanov, G. V. Fedorova, V. S. Petrosyan, and O. A. Reutov, Metalloorg. Khim., 1989, 2, 620 [Organomet. Chem. USSR, 1989, 2 (Engl. Transl.)].
30. P. I. Dem'yanov, G. V. Fedorova, V. S. Petrosyan, and O. A. Reutov, Metalloorg. Khim., 1989, 2, 620 [Organomet. Chem. USSR, 1989, 2 (Engl. Transl.)].
31. P. H. Plesch, High Vacuum Techniques for Chemical Syntheses and Measurements, Cambridge University Press, Cambridge, 1989, 167 pp.
32. I. B. Fedot'eva, Ph. D. (Chem.) Thesis, Moscow State University, Moscow, 1984, 184 pp. (in Russian).
33. S. M. Neumann and J. K. Kochi, J. Org. Chem., 1975, 40, 599.
34. H. C. Brown and R. L. Sharp, J. Am. Chem. Soc., 1968, 90, 2915.
35. H.-J. Becher, in Handbuch der Preparativen Anorganischen Chemie, Dritte Auflage, Herausgegeben von G. Brauer, Verdinand Enke Verlag, Stuttgart, 1978, Band 2.
36. B. E. Maryanoff, D. F. McComsey, and S. O. Nortey, J. Org. Chem., 1981, 46, 355.
37. E. S. Petrov, D. Sc. (Chem.) Thesis, L. Ya. Karpov Physicochemical Institute, Moscow, 1977, 266 pp. (in Russian).