Variation of coplanarity between aryl ring and cationic center at transition state. Agreement of results of solvolytic study with ab initio calculations

Tetrahedron Letters

Volumn 37, Issue 24, 1996, Pages 4173-4176

  Liu, Kwang Ting ^a   Tsao, Meng Lin ^a   Chao, Ito ^b  

^a NATIONAL TAIWAN UNIVERSITY   (Taiwan)

^b INSTITUTE OF CHEMISTRY   (Taiwan)

Author keywords

[No Author keywords available]

Indexed keywords

CATION;

ARTICLE; CALCULATION; ELECTRON; GAS;

EID: 0029941743     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00787-3     Document Type: Article

References (15)

1. Liu, K.-T.; Chen, P.-S.; Chiu, P. -F.; Tsao, M.-L. Tetrahedron Lett. 1992, 33, 6499-6502.
2. Fujio, M.; Nomura, H.; Nakata, K.; Saeki, Y.: Mishima, K.; Kobayashi, S.; Nishimoto, K.; Tsuno, Y. Tetrahedron Lett. 1994, 35, 5005-5008.
3. Mishima, M.; Nakata, K.; Momura, H.; Fujio, M.; Tsuno, Y.; Chem. Lett. 1992, 2435-2438.
4. Yukawa, Y.; Tsuno, Y. Bull. Chem. Soc. Jpn. 1959, 32, 971-981.
5. Liu, K.-T.; Sheu, H.-C. J. Org. Chem. 1991, 56, 3021-3025.
6. Grunwald, E.; Winstein, S. J. Am. Chem. Soc. 1948, 70, 846-854.
7. Hehre, W. J.; Radom, L.; Schleyer, P. v. R.; Pople, J. A. Ab Initio Molecular Orbital Theory, Wiley, New York, 1986, pp. 298-308.
8. R = 0.992 if 1b is excluded.
9. R = 0.996 if 1b is excluded.
10. Liu, K.-T.; Tang, C.-S.; Chin, C.-P. J. Chinese Chem. Soc. (Taipei) 1994, 41, 351-353.
11. Liu, K.-T.; Tang, C.-S.; J. Org. Chem. 1996, 61, 1523-1525.
12. Fujio, M., Miyamoto, T.; Tsuji, Y.; Tsuno, Y. Tetrahedron Lett. 1991, 25, 2929-2932.
13. Fujio, M.; Nakata, K.; Kuwamura, T.; Nakamura, H.; Saeki, Y.; Mishima, M.; Kobayashi, S.; Tsuno, Y. Tetrahedron Lett. 1993, 34, 8309-8312.
14. Similar results were also observed by Professors Y. Tsuno and M. Fujio, personal communication with Professor Fujio; see also: Tsuno, Y.; Fujio, M. Chem. Soc. Rev. 1996, in the press.
15. Similar results were also observed by Professors Y. Tsuno and M. Fujio, personal communication with Professor Fujio; see also: Tsuno, Y.; Fujio, M. Chem. Soc. Rev. 1996, in the press.