Use of a Sacrificial Aluminum Anode in the Acylation of Some Olefins

Bulletin of the Chemical Society of Japan

Volumn 71, Issue 4, 1998, Pages 899-904

  Vukićević, Rastko D ^a   Joksović, Ljubinka ^a   Konstantinović, Stanimir ^a   Marković, Zoran ^a   Mihailović, Mihailo Lj ^b  

^a UNIVERSITY OF KRAGUJEVAC   (Serbia)

^b UNIVERSITY OF BELGRADE   (Serbia)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 1542425308     PISSN: 00092673     EISSN: None     Source Type: Journal    
DOI: 10.1246/bcsj.71.899     Document Type: Article

References (22)

1. M. Lj. Mihailović, S. Konstantinović, and R. Vukićević, J. Serb. Chem. Soc., 52, 175 (1987); R. Vukićević, S. Konstantinović, and M. Lj. Mihailović, Tetrahedron, 47, 859 (1991); M. Lj. Mihailović, R. Vukićević, S. Konstantinović, S. Milosavljević, and G. Schroth, Libigs Ann. Chem., 1992, 305.
2. M. Lj. Mihailović, S. Konstantinović, and R. Vukićević, J. Serb. Chem. Soc., 52, 175 (1987); R. Vukićević, S. Konstantinović, and M. Lj. Mihailović, Tetrahedron, 47, 859 (1991); M. Lj. Mihailović, R. Vukićević, S. Konstantinović, S. Milosavljević, and G. Schroth, Libigs Ann. Chem., 1992, 305.
3. M. Lj. Mihailović, S. Konstantinović, and R. Vukićević, J. Serb. Chem. Soc., 52, 175 (1987); R. Vukićević, S. Konstantinović, and M. Lj. Mihailović, Tetrahedron, 47, 859 (1991); M. Lj. Mihailović, R. Vukićević, S. Konstantinović, S. Milosavljević, and G. Schroth, Libigs Ann. Chem., 1992, 305.
4. G. A. Olah, "Friedel-Crafts Chemistry," Wiley, New York, N.Y. (1973).
5. J. K. Groves, Chem. Soc. Rev., 1, 73 (1972); H. M. R. Hoffmann and T. Tsushima, J. Am. Chem. Soc., 98, 6008 (1977); P. Beak and K. R. Berger, J. Am. Chem. Soc., 102, 3848 (1980); T. Shono, I. Nishiguchu, M. Sasaki, H. Ikeda, and M. Kurita, J. Org. Chem., 48, 2503 (1983); A. Tubul and M. Santelli, J. Chem. Soc., Chem. Commun., 1988, 191; F. X. Bates, J. A. Donnelly, and R. Keegan, Tetrahedron, 47, 4991 (1991).
6. J. K. Groves, Chem. Soc. Rev., 1, 73 (1972); H. M. R. Hoffmann and T. Tsushima, J. Am. Chem. Soc., 98, 6008 (1977); P. Beak and K. R. Berger, J. Am. Chem. Soc., 102, 3848 (1980); T. Shono, I. Nishiguchu, M. Sasaki, H. Ikeda, and M. Kurita, J. Org. Chem., 48, 2503 (1983); A. Tubul and M. Santelli, J. Chem. Soc., Chem. Commun., 1988, 191; F. X. Bates, J. A. Donnelly, and R. Keegan, Tetrahedron, 47, 4991 (1991).
7. J. K. Groves, Chem. Soc. Rev., 1, 73 (1972); H. M. R. Hoffmann and T. Tsushima, J. Am. Chem. Soc., 98, 6008 (1977); P. Beak and K. R. Berger, J. Am. Chem. Soc., 102, 3848 (1980); T. Shono, I. Nishiguchu, M. Sasaki, H. Ikeda, and M. Kurita, J. Org. Chem., 48, 2503 (1983); A. Tubul and M. Santelli, J. Chem. Soc., Chem. Commun., 1988, 191; F. X. Bates, J. A. Donnelly, and R. Keegan, Tetrahedron, 47, 4991 (1991).
8. J. K. Groves, Chem. Soc. Rev., 1, 73 (1972); H. M. R. Hoffmann and T. Tsushima, J. Am. Chem. Soc., 98, 6008 (1977); P. Beak and K. R. Berger, J. Am. Chem. Soc., 102, 3848 (1980); T. Shono, I. Nishiguchu, M. Sasaki, H. Ikeda, and M. Kurita, J. Org. Chem., 48, 2503 (1983); A. Tubul and M. Santelli, J. Chem. Soc., Chem. Commun., 1988, 191; F. X. Bates, J. A. Donnelly, and R. Keegan, Tetrahedron, 47, 4991 (1991).
9. J. K. Groves, Chem. Soc. Rev., 1, 73 (1972); H. M. R. Hoffmann and T. Tsushima, J. Am. Chem. Soc., 98, 6008 (1977); P. Beak and K. R. Berger, J. Am. Chem. Soc., 102, 3848 (1980); T. Shono, I. Nishiguchu, M. Sasaki, H. Ikeda, and M. Kurita, J. Org. Chem., 48, 2503 (1983); A. Tubul and M. Santelli, J. Chem. Soc., Chem. Commun., 1988, 191; F. X. Bates, J. A. Donnelly, and R. Keegan, Tetrahedron, 47, 4991 (1991).
10. J. K. Groves, Chem. Soc. Rev., 1, 73 (1972); H. M. R. Hoffmann and T. Tsushima, J. Am. Chem. Soc., 98, 6008 (1977); P. Beak and K. R. Berger, J. Am. Chem. Soc., 102, 3848 (1980); T. Shono, I. Nishiguchu, M. Sasaki, H. Ikeda, and M. Kurita, J. Org. Chem., 48, 2503 (1983); A. Tubul and M. Santelli, J. Chem. Soc., Chem. Commun., 1988, 191; F. X. Bates, J. A. Donnelly, and R. Keegan, Tetrahedron, 47, 4991 (1991).
11. S. Gambino, G. Filardo, and G. Silvestri, J. Mol. Catal., 56, 296 (1989).
12. R. Vukićević, S. Konstantinović, Lj. Joksović, G. Ponticelli, and M. Lj. Mihailović, Chem. Lett., 1995, 275.
13. Heap and G. H. Whitham, J. Chem. Soc. B, 1966, 164.
14. N. C. Deno and H. Chafetz, J. Am. Chem. Soc., 74, 3940 (1970).
15. Calculations were performed by using of the MOPAC program package, version 7.0. The structures of the intermediates were built with PCMODEL and were saved as MOPAC files for AM1 semiempirical calculations. Geometry of all the molecular species correspond to the energy minima in vacuum and were optimized by the AM1 method. All transition states were located using the corresponding MOPAC facilities (TS, SADDLE), and were proved by vibrational analysis showing only one negative vibration.
16. "The Aldrich Library of NMR Spectra," 2nd ed, 1983; The Aldrich Library of IR Spectra.
17. M. Dubois and M. Cazaux, Bull. Soc. Chim. Fr., 1975, 265.
18. A. N. Vereshchagin, G. I. Kovylyaeva, and G. A. Bakaleinik, Akad. Nauk SSSR, Ser. Khim., 1988, 101.
19. D. Liota, M. Saindane, C. Barnum, H. Ensly, and P. Balakrishnan, Tetrahedron Lett., 22, 3043 (1981).
20. N. S. Zefirov, A. S. Koz'min, Yo. V Dan'kov, V. V. Zhdankin, and V. N. Kirin, Zh. Org. Khim., 20, 233 (1984).
21. B. Snider and A. C. Jackson, J. Org. Chem., 47, 5393 (1982).
22. A. A. Jaxa-Chamiec and P. G. Sammes, J. Chem. Soc., Perkin Trans. 1, 1980, 170.