Synthesis, structure, and reactivity of a symmetrically substituted 9-Phosphatriptycene oxide and Its derivatives

Heteroatom Chemistry

Volumn 15, Issue 6, 2004, Pages 437-446

  Agou, Tomohiro ^a   Kobayashi, Junji ^a   Kawashima, Takayuki ^a  

^a UNIVERSITY OF TOKYO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL BONDS; DERIVATIVES; MOLECULAR STRUCTURE; REACTION KINETICS; SPECTROSCOPIC ANALYSIS; SUBSTITUTION REACTIONS;

CHALCOGENIDES; LITHIATION; RING-OPENED PRODUCTION;

SYNTHESIS (CHEMICAL);

EID: 6344256463     PISSN: 10427163     EISSN: None     Source Type: Journal    
DOI: 10.1002/hc.20038     Document Type: Article

References (30)

1. Jongsma, C.; De Kleijn, J. P.; Bickelhaupt, F. Tetrahedron 1974, 30, 3465.
2. Daly, J. J. J Chem Soc 1964, 3799.
3. Van der Putten, N.; Stam, C. H. Acta Crystallogr 1980, B36, 1250.
4. (a) Ishii, A.; Kodachi, M.; Nakayama, J.; Hoshino, M. J Chem Soc, Chem Commun 1991, 751;
5. (b) Takahashi, M.; Hatano, K.; Kawada, Y.; Koga, G.; Tokitoh, N.; Okazaki, R. J Chem Soc, Chem Commun 1993, 1850;
6. (c) Ishi, A.; Tsuchiya, T.; Nakayama, J.; Hoshino, M. Tetrahedron Lett 1993, 34, 2347;
7. (d) Ishii, A.; Takaki, I.; Nakayama, J.; Hoshino, M. Tetrahedron Lett 1993, 34, 8255;
8. (e) Ishii, A.; Yoshioka, R.; Nakayama, J.; Hoshino, M. Tetrahedron Lett 1993, 34, 8259;
9. (f) Dam, M. A.; Akkerman, O. S.; de Kanter, F. J. J.; Bickelhaupt, F.; Veldman, N.; Spek, A. L. Chem Eur J 1996, 2, 1139;
10. (g) Ishii, A.; Nakayama, J. Rev Heteroatom Chem 1994, 11, 1.
11. Kobayashi, J.; Agou, T.; Kawashima, T. Chem Lett 2003, 32, 1144.
12. Weinberg, K. G. J Org Chem 1975, 40, 3586.
13. Hellwinkel, D.; Schenk, W.; Blaicher, W. Chem Ber 1978, 111, 1798.
14. Schomburg, D.; Sheldrick, W. S. Acta Crystallogr 1975, B31, 2427.
15. Tolman, C. A. Chem Rev 1977, 77, 313.
16. (a) Becke, A. D. J Chem Phys 1993, 98, 5648.
17. (b) Lee, C.; Yang, W.; Parr, R. G. Phys Rev 1988, B37, 785.
18. (a) For H, C, and O: Hariharan, P. C.; Pople, J. A. Theor Chim Acta 1973, 28, 213;
19. (b) For P and S: Francl, M. M.; Pietro, W. J.; Hehre, W. J.; Binkley, J. S.; DeFrees, D. J.; Pople, J. A.; Gordon, M. S. J Chem Phys 1982, 77, 3654;
20. (c) For Se: Rassolov, V. A.; Ratner, M. A.; Pople, J. A.; Redfern, P. C.; Curtiss, L. A. J Comp Chem 2001, 22, 976.
21. (a) London, F. J Phys Radium, Paris 1937, 8, 397;
22. (b) McWeeny, R. Phys Rev 1962, 126, 1028;
23. (c) Ditchfield, R. Mol Phys 1974, 27, 789;
24. (d) Dodds, J. L.; McWeeny, R.; Sadlej, A. J. Mol Phys 1980, 41, 1419;
25. (e) Wolinski, K.; Hilton, J. F.; Pulay, P. J Am Chem Soc 1990, 112, 8251.
26. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, J. A., Jr.; Vreven, T.; Kudin, K. N.; Burant, J. C.; Millam, J. M.; Iyengar, S. S.; Tomasi, J.; Barone, V.; Mennucci, B.; Cossi, M.; Scalmani, G.; Rega, N.; Petersson, G. A.; Nakatsuji, H.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Klene, M.; Li, X.; Knox, J. E.; Hratchian, H. P.; Cross, J. B.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R. E.; Yazyev, O.; Austin, A. J.; Cammi, R.; Pomelli, C.; Ochterski, J. W.; Ayala, P. Y.; Morokuma, K.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Zakrzewski, V. G.; Dapprich, S.; Daniels, A. D.; Strain, M. C.; Farkas, O.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Ortiz, J. V.; Cui, Q.; Baboul, A. G.; Clifford, S.; Cioslowski, J.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Gonzalez, C.; Pople, J. A. GAUSSIAN03, Revision B.10; Gaussian, Inc., Pittsburgh PA, 2003.
27. Sinou, D.; Maillard, D.; Pozzi, G. Eur J Org Chem 2002, 269.
28. Grindley, T. B.; Johnson, K. F.; Kaack, H.; Katritzky, A. R.; Schiemenz, G. P.; Topsom, R. D. Aust J Chem 1975, 28, 327.
29. Jutzi, P.; Hielscher, B. Organometallics 1986, 5, 1201.
30. Sheldrick, G. M. SHELXL 97: Program for Crystal Structure Refinement; University of Göttingen: Gottingen, Germany, 1997.