Synthesis and stereochemistry of N-phenyl-N-9-triptycylhydroxylamine derivatives and related compounds

Bulletin of the Chemical Society of Japan

Volumn 77, Issue 12, 2004, Pages 2273-2281

  Agawa, Chiharu ^a   Otsuka, Keiko ^a   Minoura, Mao ^a   Mazaki, Yasuhiro ^a   Yamamoto, Gaku ^a  

^a KITASATO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL BONDS; DERIVATIVES; NUCLEAR MAGNETIC RESONANCE; OXIDATION; SYNTHESIS (CHEMICAL); X RAY CRYSTALLOGRAPHY;

ENERGY BARRIERS; ETHYLATION; TOPOMERIZATION;

AROMATIC COMPOUNDS;

3 (2 CARBOXYPHENYL) 1 (9 TRIPTYCYL)TRIAZENE 1 OXIDE; ANILINE DERIVATIVE; BENZENEDIAZONIUM 2 CARBOXYLATE; CARBOXYLIC ACID DERIVATIVE; HYDROXYLAMINE; N (9 TRIPTYCYL) 1,4 BENZOQUINONIMINE; N (9 TRIPTYCYL)ANILINE; N 9 TRIPTYCYLHYDROXYLAMINE; N PHENYL N 9 TRIPTYCYLHYDROXYLAMINE DERIVATIVE; PHENYL 9 TRIPTYCYL NITROXIDE; PHENYLHYDRAZINE; TRIAZENE DERIVATIVE; TRIPTYCENE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL MODIFICATION; CHEMICAL STRUCTURE; ENERGY; HIGH TEMPERATURE; LOW TEMPERATURE; NUCLEAR MAGNETIC RESONANCE; OXIDATION; ROTATION; STEREOCHEMISTRY; SYNTHESIS; TEMPERATURE DEPENDENCE; X RAY CRYSTALLOGRAPHY;

EID: 11144348643     PISSN: 00092673     EISSN: None     Source Type: Journal    
DOI: 10.1246/bcsj.77.2273     Document Type: Article

References (31)

1. G. Yamamoto, H. Higuchi, M. Yonebayashi, and J. Ojima, Chem. Lett., 1994, 1911.
2. G. Yamamoto, H. Higuchi, M. Yonebayashi, Y. Nabeta, and J. Ojima. Tetrahedron. 52, 12409 (1996).
3. G. Yamamoto, H. Higuchi, M. Yonebayashi, Y. Nabeta, and J. Ojima, Chem. Lett., 1995, 853.
4. G. Yamamoto, K. Inoue, H. Higuchi, M. Yonebayashi. Y. Nabeta, and J. Ojima, Bull. Chem. Soc. Jpn., 71, 1241 (1998).
5. G. Yamamoto, H. Murakami, N. Tsubai, and M. Mazaki, Chem. Lett., 1997, 605.
6. G. Yamamoto, N. Tsubai, H. Murakami, and M. Mazaki, Chem. Lett., 1997, 1295.
7. G. Yamamoto, F. Nakajo. N. Tsubai, H. Murakami, and M. Mazaki, Bull. Chem. Soc. Jpn., 72, 2315 (1999).
8. G. Yamamoto, F. Nakajo, and M. Mazaki, Bull. Chem. Soc. Jpn., 74, 1973 (2001).
9. G. Yamamoto. K. Kuwahara, and K. Inoue. Chem. Lett., 1995, 351.
10. G. Yamamoto, C. Agawa, and M. Minoura. Bull. Chem. Soc. Jpn., 76, 825 (2003).
11. G. Yamamoto, F. Nakajo, N. Endo, and M. Mazaki, Chem. Lett., 2000, 1102.
12. G. Yamamoto, F. Nakajo, N. Endo. and M. Mazaki, Bull. Chem. Soc. Jpn., 74, 1467 (2001).
13. F. M. Logullo, A. H. Seitz, and L. Friedman, Org. Synth., Coll. Vol. V, 54 (1973).
14. T. C. Bissot, R. W. Parry, and D. H. Campbell, J. Am. Chem. Soc., 79, 796 (1957).
15. D. H. Everett and W. F. K. Wynne-Jones. Proc. R. Soc. London, A177, 499 (1941).
16. A. K. Majumdar and S. C. Saha. Anal. Chim. Acta, 40, 299 (1968).
17. S. B. Sarkar, M. Khalil, S. C. Saha. and S. K. Talapatra. Acta Crystallogr., C39, 1075 (1983).
18. H. Kaur, M. J. Perkins, A. Scheffer, and D. C. Vennor-Morris, Can. J. Chem., 60, 1594 (1982).
19. J. Ohshita, T. Iida, N. Ohta, K. Komaguchi, M. Shiotani, and A. Kunai. Org. Lett., 4, 403 (2002).
20. N. Benfaremo, M. Steenbock, M. Klapper, K. Müllen, V. Enkelmann, and K. Cabrera, Liebigs Ann. Chem., 1996. 1413.
21. W. B. Jennings and V. E. Wilson. "Acyclic Organonitrogen Stereodynamics," ed by J. B. Lambert and Y. Takeuchi. VCH, New York (1992), Chap. 6; H. O. Kalinowski and H. Kessler, Top. Stereochem., 7, 295 (1973): A. P. Avedeenko. Russ. J. Org. Chem., 36, 522 (2000).
22. W. B. Jennings and V. E. Wilson. "Acyclic Organonitrogen Stereodynamics," ed by J. B. Lambert and Y. Takeuchi. VCH, New York (1992), Chap. 6; H. O. Kalinowski and H. Kessler, Top. Stereochem., 7, 295 (1973): A. P. Avedeenko. Russ. J. Org. Chem., 36, 522 (2000).
23. W. B. Jennings and V. E. Wilson. "Acyclic Organonitrogen Stereodynamics," ed by J. B. Lambert and Y. Takeuchi. VCH, New York (1992), Chap. 6; H. O. Kalinowski and H. Kessler, Top. Stereochem., 7, 295 (1973): A. P. Avedeenko. Russ. J. Org. Chem., 36, 522 (2000).
24. W. B. Jennings and D. R. Boyd. J. Am. Chem. Soc., 94, 7187 (1972).
25. A. Rieker and H. Kessler, Tetrahedron. 23, 3723 (1967).
26. G. Yamamoto and M. Ōki, Bull. Chem. Soc. Jpn., 57, 2219 (1984).
27. W. Theilacker and K.-H. Beyer, Chem. Ber., 94, 2968 (1961).
28. G. M. Sheldrick, "Program for the Refinement of Crystal Structures," University of Göttingen, Germany (1997).
29. D. A. Kleier and G. Binsch, QCPE Program No. 165.
30. S. Forsén and R. A. Hofmann, J. Chem. Phys., 39, 2892 (1963);
31. J. Sandström, "Dynamic NMR Spectroscopy," Academic Press, London (1982), Chap. 4.