Secondary Deuterium Kinetic Isotope Effects and Transition State Structure

Advances in Physical Organic Chemistry

Volumn 31, Issue C, 1999, Pages 143-248

  Matsson, Olle ^a   Westaway, Kenneth C ^b  

^a UPPSALA UNIVERSITY   (Sweden)

^b LAURENTIAN UNIVERSITY   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000679208     PISSN: 00653160     EISSN: None     Source Type: Book Series    
DOI: 10.1016/S0065-3160(08)60194-X     Document Type: Article

References (211)

1. Abboud J.-L., Notario J., Bertran R., and Sola M. In: Taft R.W. (Ed). Progress in Physical Organic Chemistry 19 (1993), Wiley, New York 1
2. Amin M., Price R.C., and Saunders Jr. W.H. J. Am. Chem. Soc. 112 (1990) 4467
3. Ando T., Tanabe H., and Yamataka H. J. Am. Chem. Soc. 106 (1984) 2084
4. Ando T., Yamataka H., and Wada E. Isr. J. Chem. Soc. 26 (1985) 354
5. Ando T., Kimura T., and Yamataka H. In: Harris J.M., and McManus S.P. (Eds). Nucleophilicity (1987), American Chemical Society, Washington, DC 108
6. Apeloig Y. J. Chem. Soc, Chem. Commun. (1981) 396
7. Ashan M., Robertson R.E., Blandamer M.J., and Scott J.M.W. Can. J. Chem. 58 (1980) 2142
8. Ashwell M., Guo X., and Sinnott M.L. J. Am. Chem. Soc. 114 (1992) 10158
9. Axelsson B.S., Långström B., and Matsson O. J. Am. Chem. Soc. 109 (1987) 7233
10. Axelsson B.S., Matsson O., and Långström B. J. Am. Chem. Soc. 112 (1990) 6661
11. Axelsson B.S., Matsson O., and Långström B. J. Phys. Org. Chem. 4 (1991) 77
12. Bach R.D., Knight J.W., and Braden M.L. J. Am. Chem. Soc. 113 (1991) 4712
13. Barnes J.A., and Williams I.H. J. Chem. Soc, Chem. Commun. (1993) 1286
14. Bartell L.S. Tetrahedron Lett. (1960) 13 (6)
15. Bartell L.S. J. Am. Chem. Soc. 83 (1961) 3567
16. Bell R.P. The Proton in Chemistry. (1959), Cornell University Press, Ithaca, NY
17. Bell R.P. The Tunnel Effect in Chemistry (1980), Chapman and Hall, London
18. Bell R.P. The Tunnel Effect in Chemistry. (1980), Chapman and Hall, London pp. 60-63
19. Bennet A.J., Sinnott M.L., and Sulochana Wijesundera W.S. J. Chem. SocPerkin Trans. 2 (1985) 1233
20. Beno B.R., Houk K.N., and Singleton D.A. J. Am. Chem. Soc. 118 (1996) 9984
21. Berg H., Chanon M., Gallo R., and Rajemann M. J. Org. Chem. 60 (1995) 1975
22. Bergson G., Matsson O., and Sjöberg S. Chem. Scr. 11 (1977) 25
23. Bigeleisen J., and Wolfsberg M. Adv. Chem. Phys. 1 (1958) 15
24. Boyd R.J., Kim C.-K., Shi Z., Weinberg N., and Wolfe S. J. Am. Chem. Soc. 115 (1993) 10147
25. Brown H.C., and McDonald G.J. J. Am. Chem. Soc. 88 (1966) 2514
26. Brown H.C., Azzaro M.E., Koelling J.G., and McDonald G.J. J. Am. Chem. Soc. 88 (1966) 2520
27. Brown K.C., Romano F.J., and Saunders Jr. W.H. J. Org. Chem. 46 (1981) 4242
28. Buddenbaum W.E., and Shiner Jr. V.I. In: Cleland W.W., O'Leary M.H., and Northrup D.B. (Eds). Isotope Effects on Enzyme-catalyzed Reactions (1977), University Park Press, Baltimore 1-33
29. Buddenbaum W.E., and Shiner Jr. V.J. In: O'Leary W.W., Cleland M.H., and Northrup D.B. (Eds). Isotope Effects on Enzyme-catalyzed Reactions (1977), University Park Press, Baltimore 18
30. Buist G.J., and Bender M.L. J. Am. Chem. Soc. 80 (1958) 4308
31. Cha Y., Murray C.J., and Klinman J.P. Science 243 (1989) 1325
32. Cleland W.W. Secondary isotope effects on enzymatic reactions. In: Buncel E., and Lee C.C. (Eds). Isotopes in Organic Chemistry 7 (1987), Elsevier, Amsterdam 61-114
33. Cook P.F., and Cleland W.W. Biochemistry 20 (1981) 1797
34. Cook P.F., and Cleland W.W. Biochemistry 20 (1981) 1805
35. Cook P.F., Blanchard J.S., and Cleland W.W. Biochemistry 19 (1980) 4853
36. Cook P.F., Oppenheimer N.J., and Cleland W.W. Biochemistry 20 (1981) 1817
37. Cramer C.J., and Truhlar D.G. J. Am. Chem. Soc. 113 (1991) 8305
38. Craze G.-A., Kirby A.J., and Osborne R. J. Chem. Soc. Perkin Trans. 2 (1978) 357
39. DeFrees D.J., Bartmess J.E., Kim J.K., Mclver Jr. R.T., and Hehre W.J. J. Am. Chem. Soc. 99 (1977) 6451
40. DeFrees D.J., Taagepera M., Levi B.A., Pollack S.K., Summerhays K.D., Taft R.W., Wolfsberg M., and Hehre W.J. J. Am. Chem. Soc. 101 (1979) 5532
41. DeFrees D.I., Hehre W.J., and Sunko D.E. J. Am. Chem. Soc. 101 (1979) 2323
42. Dewar M.J., and Dougherty R.C. The PMO Theory of Organic Chemistry. (1975), Plenum, New York pp. 219, 220
43. Dewar M.J.S., and Thiel W. J. Am. Chem. Soc. 99 (1977) 4907
44. Dewar M.J.S., Zoebisch E.G., Healy E.E., and Stewart J.J.P. J. Am. Chem. Soc. 107 (1985) 3902
45. Evans J.C., and Lo G.Y.-S. J. Am. Chem. Soc. 88 (1966) 2118
46. Fang Y.-R., and Westaway K.C. Can J. Chem. 69 (1991) 1017
47. Friedman D.S., Francl M.M., and Allen L.L. Tetrahedron 41 (1985) 499
48. Frisone G.J., and Thornton E.R. J. Am. Chem. Soc. 86 (1964) 1900
49. Fry A. In: Collins Jr. C.J., and Bowman N.S. (Eds). Isotope Effects in Organic Reactions (1970), Van Nostrand Reinhold, New York 380 A.C.S. Monograph 167
50. Gawlita E., Szylhabel-Godala A., and Paneth P. J. Phys. Org. Chem. 9 (1996) 41
51. Glad S.S., and Jensen F. J. Am. Chem. Soc. 119 (1997) 227
52. Gold V. Pure Appl. Chem. 55 (1983) 1281
53. Gray C.H., Coward J.K., Schowen B.K., and Schowen R.L. J. Am. Chem. Soc. 101 (1979) 4351
54. Gronert S., DePuy C.H., and Bierbaum V.M. J. Am. Chem. Soc. 113 (1991) 4009
55. Hakke L., Queen A., and Robertson R.E. J. Am. Chem. Soc. 87 (1965) 161
56. Halevi E.A. Progr. Phys. Org. Chem. 1 (1963) 109
57. Harris J.M., Shafer S.G., Moffatt J.R., and Becker A.R. J. Am. Chem. Soc. 101 (1979) 3295
58. Harris J.M., Paley M.S., and Prasthofer T.W. J. Am. Chem. Soc. 103 (1981) 5915
59. Hartshorn S.R., and Shiner Jr. V.J. J. Am. Chem. Soc. 94 (1972) 9002
60. Hill J.W., and Fry A. J. Am. Chem. Soc. 84 (1962) 2763
61. Hoffmann R., Radom L., Pople J.A., Schleyer P.R., Hehre W.J., and Salem L. J. Am. Chem. Soc. 94 (1972) 6221
62. Hogg J.L. In: Gandour R.D., and Schowen R.L. (Eds). Transition States of Biochemical Processes (1978), Plenum Press, New York 201-224
63. Holm T. J. Am. Chem. Soc. 115 (1993) 916
64. Holm T. Acta Chem. Scand. 48 (1994) 362
65. Holm T. J. Am. Chem. Soc. 116 (1994) 8803
66. Holm T. J. Organomet. Chem. 506 (1996) 37
67. Holm T., and Crossland I. Acta Chem. Scand. 50 (1996) 90
68. Holm T., and Øgaard Madsen J. Acta Chem. Scand. 46 (1992) 985
69. Holtz D. Prog. Phys. Org. Chem. 8 (1971) 1
70. Houk K.N., Gustafson S.M., and Black K.A. J. Am. Chem. Soc. 114 (1992) 8565
71. Hu W.P., and Truhlar D.G. J. Am. Chem. Soc. 117 (1995) 10726
72. Humski H., Sendijarevic V., and Shiner Jr. V.J. J. Am. Chem. Soc. 96 (1974) 6187
73. Huskey W.P., and Schowen R.L. J. Am. Chem. Soc. 105 (1983) 5704
74. Hussènius A., and Matsson O. Acta Chem. Scand. 44 (1990) 845
75. Hussènius A., Matsson O., and Bergson G. J. Chem. Soc, Perkin Trans. 2 (1989) 851
76. IUPAC Commission on Physical Organic Chemistry. Pure Appl. Chem. 60 (1988) 1115
77. W. Jiang (1996). MSc. Dissertation, Laurentian University, Sudbury, Ont, Canada
78. Jencks W.P. Chem. Rev. 72 (1972) 705
79. Kaldor S.B., and Saunders Jr. W.H. J. Am. Chem. Soc. 101 (1979) 7594
80. Kaplan E., and Thornton E.R. J. Am. Chem. Soc. 89 (1967) 6644
81. Karelson M.M., Tamm T., Katritzky A.R., Cato S.J., and Zerner M.C. Tetrahedron Comput. Methods 2 (1989) 295
82. Kiick D.M. In: Cook P.F. (Ed). Enzyme Mechanism from Isotope Effects (1991), CRC Press, Boca Raton, Fla. 313-330
83. Kirsch J.F. In: Cleland W.W., O'Leary M.H., and Northrop D.B. (Eds). Isotope Effects on Enzyme-catalyzed Reactions (1977), University Park Press, Baltimore 100-122
84. Klamt A., and Schuurmann G. J. Chem. Soc, Perkin Trans. 2 (1993) 799
85. Klinman J. In: Cook P.F. (Ed). Enzyme Mechanism from Isotope Effects (1991), CRC Press, Boca Raton, Fla. 127-151
86. Kluger R., and Brandl M. J. Org. Chem. 51 (1986) 3964
87. Kluger R., and Brandl M. J. Am. Chem. Soc. 108 (1986) 7828
88. Knier B.L., and Jencks W.P. J. Am. Chem. Soc. 102 (1980) 6789
89. Koenig T., and Wolf R. J. Am. Chem. Soc. 89 (1967) 2948
90. Koshy K.M., and Robertson R.E. J. Am. Chem. Soc. 96 (1974) 914
91. Kresge A.J., Drake D.A., and Chiang Y. Can. J. Chem. 52 (1974) 1889
92. Kurz J.L., and El-Nasr M.M.S. J. Am. Chem. Soc. 104 (1982) 5823
93. Kurz L.C., and Frieden C. J. Am. Chem. Soc. 102 (1980) 4198
94. Kurz J.L., Daniels M.W., Cook K.S., and Nasr M.M. J. Phys. Chem. 90 (1986) 5357
95. Kurz J.L., Pantano J.E., Wright D.R., and Nasr M.M. J. Phys. Chem. 90 (1986) 5360
96. Lai Z.G., and Westaway K.C. Can. J. Chem. 67 (1989) 21
97. Långström B., Antoni G., Gullberg P., Halldin C., Malmborg P., Nagren K., Rimland A., and Svard H. J. Nucl. Med. 28 (1987) 1037
98. Lee I. Chem. Soc. Rev. (1995) 223
99. Lee I., Koh H.J., Lee B.-S., Sohn D.S., and Lee B.C. J. Chem. Soc, PerkinTrans. 2 (1991) 1741
100. Leffek K.T., and MacLean J.W. Can. J. Chem. 43 (1965) 40
101. Leffek K.T., and Matheson A.F. Can. J. Chem. 49 (1971) 439
102. Leffek K.T., and Matheson A.F. Can. J. Chem. 50 (1972) 982
103. Leffek K.T., and Matheson A.F. Can. J. Chem. 50 (1972) 986
104. Le Noble W.J., and Miller A.R. J. Org. Chem. 44 (1979) 889
105. Lewis E.S., and Funderburk L.H. J. Am. Chem. Soc. 89 (1967) 2322
106. Lin S., and Saunders Jr. W.H. J. Am. Chem. Soc. 116 (1994) 6107
107. Lowry T.H., and Richardson K.S. Mechanism and Theory in Organic Chemistry. (1987), Harper and Row, New York pp. 588-600
108. Maccoll A. Annu. Rep. A: The Chemical Society, (London) 71 (1974) 77
109. Matsson O. J. Chem. Soc, Perkin Trans. (1985) 2221
110. Matsson O., Persson J., Axelsson B.S., and Långström B. J. Am. Chem. Soc. 115 (1993) 5288
111. Matsson O., Persson J., Axelsson B.S., Långström B., Fang Y.-R., and Westaway K.C. J. Am. Chem. Soc. 118 (1996) 6350
112. McLennan D.J. Aust. J. Chem. 32 (1979) 1883
113. McLennan D.J. Model calculations of secondary isotope effects. In: Buncel E., and Lee C.C. (Eds). Isotopes in Organic Chemistry 7 (1987), Elsevier, Amsterdam 380-393
114. Melander L. Isotope Effects on Reaction Rates. (1960), Ronald Press, New York pp. 7-40
115. Melander L. Isotope Effects on Reaction Rates. (1960), Ronald Press, New York pp. 24-32
116. Melander L., and Saunders Jr. W.H. Reaction Rates of Isotopic Molecules. (1980), Wiley-Interscience, New York
117. Melander L., and Saunders Jr. W.H. Reaction Rates of Isotopic Molecules. (1980), Wiley-Interscience, New York pp. 4-28
118. Melander L., and Saunders Jr. W.H. Reaction Rates of Isotopic Molecules (1980), Wiley-Interscience, New York pp. 197-199
119. Melander L., and Saunders Jr. W.H. Reaction Rates of Isotopic Molecules. (1980), Wiley-Interscience, New York p. 209
120. Melander L., and Saunders Jr. W.H. Reaction Rates of Isotopic Molecules. (1980), Wiley-Interscience, New York pp. 119-125
121. Meot-Ner Mautner M. J. Am. Chem. Soc. 109 (1987) 7947
122. More O'Ferrall R.A. J. Chem. Soc. B (1970) 274
123. More O'Ferrall R.A., and Slae S. J. Chem. Soc. B (1970) 260
124. Mulliken R.S. J. Chem. Phys. 1 (1933) 492
125. Mulliken R.S. J. Chem. Phys. 3 (1935) 520
126. Mulliken R.S. J. Chem. Phys. 7 (1939) 339
127. Mulliken R.S., Rieke C.A., and Brown W.G. J. Am. Chem. Soc. 63 (1941) 41
128. Murr B.L., and Donnelly M.F. J. Am. Chem. Soc. 92 (1970) 6686
129. Murr B.L., and Donnelly M.F. J. Am. Chem. Soc. 92 (1970) 6688
130. Nadvi N.S., and Robinson M.J.T. Abstracts from the Fourth IUPAC Conference on Physical Organic Chemistry (1978) 141 York, UK
131. Nagorski R.W., Slebocka-Tilk H., and Brown R.S. J. Am. Chem. Soc. 116 (1994) 419
132. Paneth P. In: Buncel E., and Saunders Jr. W.H. (Eds). Isotopes in Organic Chemistry 8 (1992), Elsevier, Amsterdam Ch. 2
133. Paneth P., and O'Leary M.H. J. Am. Chem. Soc. 113 (1991) 1691
134. Parkin D.W. In: Cook P.F. (Ed). Enzyme Mechanism from Isotope Effects (1991), CRC Press, Boca Raton, Fla. 269-290 Ch. 10
135. Pascal R.A., and Mischke S. J. Org. Chem. 56 (1991) 6954
136. Pascal Jr. R.A., Baum M.W., Wagner C.K., and Rodgers L.R. J. Am. Chem. Soc. 106 (1984) 5377
137. Pascal Jr. R.A., Baum M.W., Wagner C.K., Rodgers L.R., and Huang D.-S. J. Am. Chem. Soc. 108 (1986) 6477
138. Persson J., Berg U., and Matsson O. J. Org. Chem. 60 (1995) 5037
139. Persson J., Axelsson S., and Matsson O. J. Am. Chem. Soc. 118 (1996) 20
140. T.V. Pham (1993). MSc. Dissertation, Laurentian University, Sudbury, Ont, Canada
141. Pham T.V., and Westaway K.C. Can. J. Chem. 74 (1996) 2528
142. Poirier R.A., Wang Y., and Westaway K.C. J. Am. Chem. Soc. 116 (1994) 2526
143. Pross A., and Shaik S.S. J. Am. Chem. Soc. 103 (1981) 3702
144. Roberts J.D., Webb R.L., and McElhill E.A. J. Am. Chem. Soc. 72 (1950) 408
145. Saunders Jr. W.H. Chem. Scripta. 8 (1975) 27
146. Saunders Jr. W.H. Acc. Chem. Res. 8 (1976) 19
147. Saunders Jr. W.H. J. Am. Chem. Soc. 106 (1984) 2223
148. Saunders Jr. W.H. J. Am. Chem. Soc. 107 (1985) 164
149. Saunders Jr. W.H. Croat. Chem. Acta 65 (1992) 505
150. Saunders Jr. W.H. J. Org. Chem. 62 (1997) 244
151. Saunders Jr. W.H., and Edison D.H. J. Am. Chem. Soc. 82 (1960) 138
152. Schleyer P.V.R., and Kos A.J. Tetrahedron 39 (1983) 1141
153. Seltzer S., and Hamilton E. J. Am. Chem. Soc. 88 (1966) 3775
154. Seyferth D., Burlitch J.M., Yamamoto K., Washburne S.S., and Attridge C.J. J. Org. Chem. 35 (1970) 1989
155. Seyferth D., Mai V.A., and Gordon M.E. J. Org. Chem. 35 (1970) 1993
156. Shine H.J., Park K.H., Brownawell M.L., and San Filippo Jr. J. J. Am. Chem. Soc. 106 (1984) 7077
157. Shiner Jr. V.J. In: Collins Jr. C.J., and Bowman N.S. (Eds). Isotope Effects in Chemical Reactions (1970), Van Nostrand Reinhold, New York 90-159 A.C.S. Monograph 167
158. Shiner Jr. V.J. In: Collins Jr. C.J., and Bowman N.S. (Eds). Isotope Effects in Chemical Reactions (1970), Van Nostrand Reinhold, New York 137 A.C.S. Monograph 167
159. Shiner Jr. V.J. In: Collins Jr. C.J., and Bowman N.S. (Eds). Isotope Effects in Chemical Reactions (1970), Van Nostrand Reinhold, New York 138 A.C.S. Monograph 167
160. Shiner Jr. V.J., and Humphrey Jr. J.S. J. Am. Chem. Soc. 85 (1963) 2416
161. Shiner Jr. V.J., and Jewett J.G. J. Am. Chem. Soc. 87 (1965) 1382
162. Shiner Jr. V.J., Dowd W., Fisher R.D., Hartshorn S.R., Kessik M.A., Milakofsky L., and Rapp M.W. J. Am. Chem. Soc. 91 (1969) 4838
163. Shiner Jr. V.J., Rapp M.W., and Pinnick Jr. H.R. J. Am. Chem. Soc. 92 (1970) 232
164. Sims L.B., and Lewis D.E. In: Buncel E., and Lee C.C. (Eds). Isotopes in Organic Chemistry 6 (1985), Elsevier, Amsterdam 161-257
165. Sims L.B., Fry A., Netherton L.T., Wilson J.C., Reppond K.D., and Crook S.W. J. Am. Chem. Soc. 94 (1972) 1364
166. Singleton D.A., and Thomas A.A. J. Am. Chem. Soc. 117 (1995) 9357
167. Slebocka-Tilk H., Motallebi S., Nagorski R.W., Turner P., Brown R.S., and McDonald R. J. Am. Chem. Soc. 117 (1995) 8769
168. Smith P.J., and Westaway K.C. In: Patai S. (Ed). The Chemistry of the Functional Groups Supplement F: The Chemistry of Amino, Nitroso and Nitro Compounds and Their Derivatives (1982), Wiley, London 1277
169. Stewart J.J.P. J. Comput. Chem. 10 (1989) 221
170. Storer J.W., Raimondi L., and Houk K.N. J. Am. Chem. Soc. 116 (1994) 9675
171. Streitwieser Jr. A., and Van Sickle D.E. J. Am. Chem. Soc. 84 (1962) 254
172. Streitwieser Jr. A., Jagow R.H., Fahey R.C., and Suzuki S. J. Am. Chem. Soc. 80 (1958) 2326
173. Streitwieser Jr. A., Berke C.M., Schriver G.W., Grier D., and Collins J.B. Tetrahedron, Suppl. 1. 37 (1981) 345
174. Stern M.J., and Wolfsberg M. J. Chem. Phys. 45 (1966) 4105
175. Subramanian Rm., and Saunders Jr. W.H. J. Phys. Chem. 85 (1981) 1099
176. Subramanian Rm., and Saunders Jr. W.H. J. Am. Chem. Soc. 106 (1984) 7887
177. Sunko D.E., and Hehre W.J. Prog. Phys. Org. Chem. 14 (1983) 205
178. Sunko D.E., Szele I., and Hehre W.J. J. Am. Chem. Soc. 99 (1977) 5000
179. Swain C.G., and Hershey N.D. J. Am. Chem. Soc. 94 (1972) 1901
180. Swain C.G., Stivers E.C., Reuwer Jr. J.F., and Schaad L.J. J. Am. Chem. Soc. 80 (1958) 5885
181. Szylhabel-Godala A., Madhavan S., Rudzinski J., O'Leary M.H., and Paneth P. J. Phys. Org. Chem. 9 (1996) 35
182. Tencer M., and Stein A.R. Can. J. Chem. 56 (1978) 2994
183. Thibblin A. J. Phys. Org. Chem. 1 (1988) 161
184. Thibblin A., and Ahlberg P. J. Am. Chem. Soc. 99 (1977) 7926
185. Thibblin A., and Ahlberg P. Chem. Soc. Rev. 18 (1989) 209
186. Thornton E.R. J. Am. Chem. Soc. 89 (1967) 2915
187. Van Hook W.A. In: Collins Jr. C.J., and Bowman N.S. (Eds). Isotope Effects in Chemical Reactions (1970), Van Nostrand Reinhold, New York 1-12 A.C.S. Monograph 167
188. Viggiano A.A., Paschkewitz J.S., Morris R.A., Paulson J.E., Gonzalez-Lafont A., and Truhlar D.G. J. Am. Chem. Soc. 113 (1991) 9404
189. Viggiano A.A., Morris R.A., Paschkewitz J.S., and Paulson J.E. J. Am. Chem. Soc. 114 (1992) 10477
190. Vitullo V.P., Grabowski J., and Sridharan S. J. Am. Chem. Soc. 102 (1980) 6463
191. Westaway K.C. In: Buncel E., and Lee C.C. (Eds). Isotopes in Organic Chemistry 7 (1987), Elsevier, Amsterdam 275-392
192. Westaway K.C. In: Buncel E., and Lee C.C. (Eds). Isotopes in Organic Chemistry 7 (1987), Elsevier, Amsterdam 311
193. Westaway K.C. In: Buncel E., and Lee C.C. (Eds). Isotopes in Organic Chemistry 7 (1987), Elsevier, Amsterdam 312
194. Westaway K.C. Can. J. Chem. 71 (1993) 2084
195. Westaway K.C. In: Patai S. (Ed). The Chemistry of the Functional Groups, Supplement F: The Chemistry of Amino, Nitroso, and Nitro and Related Groups (1996), Wiley-Interscience, New York
196. Westaway K.C., and Ali S.F. Can. J. Chem. 57 (1979) 1354
197. Westaway K.C., and Lai Z.G. Can. J. Chem. 66 (1988) 1263
198. Westaway K.C., and Waszczylo Z. Can. J. Chem. 60 (1982) 2500
199. Westaway K.C., Pham T.V., and Fang Y.-R. J. Am. Chem. Soc. 115 (1997) 3670
200. Westaway K.C., Fang Y.-R., Persson J., and Matsson O. J. Am. Chem. Soc. 120 (1998) 3340
201. Westheimer F.H. Chem Rev. 61 (1961) 265
202. Williams I.H. J. Am. Chem. Soc. 106 (1984) 7206
203. Williams I.H. J. Chem. Soc, Chem. Commun. (1985) 510
204. Wilson H., Caldwell J.D., and Lewis E.S. J. Org. Chem. 38 (1973) 564
205. Wolf J.R., Devlin III J.L., Taft R.W., Wolfsberg M., and Hehre W.J. J. Am. Chem. Soc. 98 (1976) 287
206. Wolfe S., and Kim C.-K. J. Am. Chem. Soc. 113 (1991) 8056
207. Wolfsberg M., and Stern M.J. Pure Appl. Chem. 8 (1964) 225
208. Yamataka H., and Ando T. J. Am. Chem. Soc. 101 (1979) 266
209. Zhang B.-L. Magn. Res. 26 (1988) 955
210. Zhang Y., Bommuswamy J., and Sinnott M.L. J. Am. Chem. Soc. 116 (1994) 7557
211. Zhao X.G., Tucker S.C., and Truhlar D.G. J. Am. Chem. Soc 113 (1991) 826