a large excess of anilines: [Aniline] = 0.01–0.13 M; [Substrate] =
0.1–1 ¥ 10-3 M.
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K. Kim and I. Lee, J. Org. Chem., 2002, 67, 2215; (n) K. K. Adhikary,
H. W. Lee and I. Lee, Bull. Korean Chem. Soc., 2003, 24, 1135; (o) M.
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K. Kim and H. W. Lee, J. Phys. Org. Chem., DOI: 10.1002/poc.1709;
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W. Lee and B. S. Lee, J. Am. Chem. Soc., 2000, 122, 11162.
7 R. Williams, W. P. Jencks, and F. H. Westheimer, WebQC. in, Org.
Chemical Portal pKa-Acidity Constant for Aqueous Solutions: pKa
values of Z-phenols in water: 9.93(Z = 4-MeO); 10.19(4-Me); 10.08(3-
Me); 9.95(H); 9.65(3-MeO); 9.38(4-Cl); 9.02(3-Cl); 9.19(3-Ac); 8.05(4-
Ac); 7.95(4-CN); 8.61(3-CN); 7.14(4-NO2); 9.34(4-Br); 8.35(3-NO2);
9.95(4-F); 9.28(3-F).
8 F. G. Bordwell, Acc. Chem. Res., 1988, 21, 456463: pKa values of Z-
phenols in DMSO: 19.1(Z = 4-MeO); 18.9(4-Me); 17.0(3-Me); 18.0(H);
15.72(3-MeO); 16.7(4-Cl); 15.8(3-Cl); 15.14(3-Ac); 13.68(4-Ac); 13.2(4-
CN); 14.8(3-CN); 10.8(4-NO2); 18.0(4-F); 15.8(3-F); 14.4(3-NO2);
15.7(4-Br).
9 C. Hansch, A. Leo and R. W. Taft, Chem. Rev., 1991, 91, 165.
10 A. Jr. Streitwieser, C. H. Heathcock and E. M. Kosower, in Introduction
to Organic Chemistry, 4th ed., Macmillan Publishing Co., New York,
1992, p. 735.
Acknowledgements
This work was supported by the Brain Korea 21 Program from
National Research Foundation of Korea.
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