Solvolysis of 2-aryl-2-adamantyl p-nitrobenzoates and some tertiary benzylic p-nitrobenzoates. YBnOPNB and YxBnOPNB scales

Journal of Physical Organic Chemistry

Volumn 13, Issue 4, 2000, Pages 203-207

  Liu, Kwang Ting ^a   Chang, Chih Wei ^a   Chen, Hung I ^a   Chin, Chien Pu ^a   Duann, Yen Fang ^b  

^a NATIONAL TAIWAN UNIVERSITY   (Taiwan)

^b NATIONAL TAIPEI UNIVERSITY OF TECHNOLOGY   (Taiwan)

Author keywords

Grunwald Winstein type analysis; Solvolysis; Tertiary benzylic p nitrobenzoates; YBnOPNB scale; YxBnOPNB scale

Indexed keywords

EID: 0005222282     PISSN: 08943230     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1099-1395(200004)13:4<203::AID-POC230>3.0.CO;2-9     Document Type: Article

References (31)

1. Reichard C. Solvents and Solvent Effects in Organic Chemistry (2nd edn). VCH: Weinheim, 1988.
2. Grunwald E, Winstein S. J. Am. Chem. Soc. 1948; 70: 846.
3. Winstein S, Grunwald E, Jones HW. J. Am. Chem. Soc. 1951; 73: 2700.
4. Lowry TH, Richardson KS. Mechanism and Theory in Organic Chemistry (3rd edn). Harper and Row: New York. 1987; 335-349.
5. Bentley TW, Llewellyn G. Prog. Phys. Org. Chem. 1990; 17: 121.
6. (a) Kevill DN and Hawkinson DC. J. Org. Cliem. 1990; 55: 4304;
7. (b) Kevill DN, Kyong JB, Weitl FL. J. Org. Chem. 1990; 55: 5394.
8. Bentley TW, Christl M. Norman SJ. J. Org. Chem. 1991; 56: 6238.
9. Liu K-T, Sheu H-C. J. Chin. Chem. Soc. (Taipei) 1991; 38: 29.
10. (a) Liu K-T, Sheu H-C, Chen H-I, Chin P-F, Hu C-R. Tetrahedron Lett. 1990; 31: 3611;
11. (b) Liu K-T, Sheu H-C. J. Org. Chem. 1991; 56: 3021.
12. Liu K-T, Chen H-I, Chin C-P. J. Phys. Org. Chem. 1991; 4: 463.
13. Liu K-T, Chin C-P, Yu D-G, Duann Y-F. J. Chin. Chem. Soc. (Taipei) 1999; 46: 789.
14. Liu K-T, Chang L-W, Yu D-G, Chen P-S, Fan J-T. J. Phys. Org. Chem. 1997; 10: 879.
15. Liu K-T, Chin C-P, Lin Y-S, Tsao M-L. J. Chem. Res. (S) 1997; 18.
16. Liu K-T, Lin Y-S, Tsao M-L. J. Phys. Org. Chem. 1998; 11: 223.
17. Liu K-T, Yang J-S, Chang S-M, Lin Y-S, Sheu H-C, Tsao M-L. J. Org. Chem. 1992; 57: 3041.
18. Liu K-T, Lin Y-S. Tetrahedron Lett. 1995; 38: 1419.
19. Liu K-T, Hsu H-Y, Yang J-S. Tetrahedron Lett. 1992; 33: 3327.
20. Kusuyama Y. Bull. Chem. Soc. Jpn. 1998; 71: 685.
21. Liu K-T, Chang L-W, Chen P-S. J. Org. Chem. 1992; 57: 4791.
22. Brown HC, Ravindranathan M, Peters ED. J. Org. Chem. 1977; 42: 1073.
23. Bentley TW, Roberts K. J. Chem. Soc. Perkin Trans. 2 1989; 1055.
24. Allen AD, Kwong-Chip J-M, Lin WC, Nguyen P, Tidwell TT. Can. J. Chem. 1990; 68: 1709.
25. McLennan DJ, Martin PL. J. Chem. Soc. Perkin Trans. 2 1982; 1091.
26. Liu K-T, Lin Y-S, Tsao M-L. Org. Reuet. 1997; 31: 59.
27. Takeuchi K. Pure Appl. Chem., 1998: 70: 2023.
28. Chin C-P. PhD Thesis. National Taiwan University, 1996.
29. McLennan DJ, Martin PL. Aust. J. Chem. 1979; 32: 2361.
30. Perrin DD, Armarego WLF. Purification of Laboratory Chemicals (3rd edn). Pergamon Press: New York, 1988.
31. Miller JC, Miller JN. Statistics for Analytical Chemistry (2nd edn). Wiley: New York, 1988.