Metal-catalyzed alcoholysis reactions of carboxylate and organophosphorus esters

Advances in Physical Organic Chemistry

Volumn 42, Issue , 2007, Pages 271-331

  Brown, R Stan ^a   Neverov, Alexei A ^a  

^a QUEEN S UNIVERSITY   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 35548953638     PISSN: 00653160     EISSN: None     Source Type: Book Series    
DOI: 10.1016/S0065-3160(07)42006-8     Document Type: Review

References (222)

1. Przystas, T.J. and Fife, T.H. (1990). J. Chem. Soc., Perkin Trans. 2, 393 and references there in
2. Suh J. Acc. Chem. Res. 25 (1992) 273 and references therein
3. Tecilla P., Tonellato U., Veronese F., Fellugg F., and Scrimin P. J. Org. Chem. 62 (1992) 7621
4. Chin, J., Jubian, V. and Mrejen, K. (1990). J. Chem. Soc.,, Chem. Commun. 1326
5. Meriwether L., and Westheimer F. J. Am. Chem. Soc. 78 (1956) 5119
6. Grant T.J., and Hay R.W. Aust. J. Chem. 18 (1965) 1189
7. Groves J.T., and Dias R.M. J. Am. Chem. Soc. 101 (1979) 1033
8. Groves J.T., and Chambers R.R. J. Am. Chem. Soc. 106 (1984) 630
9. Groves J.T., and Olson J.R. Inorg. Chem. 24 (1985) 2715
10. Sayre L., Reddy K.V., Jacobson A.R., and Tang W. Inorg. Chem. 31 (1992) 935
11. Fife T.H. Acc. Chem. Res. 26 (1993) 325
12. Fife T.H., and Bembi R. J. Am. Chem. Soc. 115 (1993) 11358
13. Parac T.N., and Kostić N.M. J. Am. Chem. Soc. 118 (1996) 51
14. Singh L., and Ram R.N. J. Org. Chem. 59 (1994) 710
15. Sutton P.A., and Buckingham D.A. Acc. Chem. Res. 20 (1987) 357
16. Kimura E., Nakamura I., Koike T., Shionoya M., Kodama Y., Ikeda T., and Shiro M. J. Am. Chem. Soc. 116 (1994) 4764
17. Parac T.N., Ullman G.M., and Kostić N.M. J. Am. Chem. Soc. 121 (1999) 3127 and references therein
18. Ridder, A. M. and Kellogg, R. M. (1996). Models for zinc-containing enzymes. In Comprehensive Supramolecular Chemistry Vol. 4: Supramolecular Reactivity and Transport: Bioorganic Systems, Murakami, Y. (ed.), Chapter 11, Elsevier Science Ltd., Oxford
19. Chin J. Acc. Chem. Res. 24 (1991) 145 and references therein
20. Blasko A., and Bruice T.C. Acc. Chem. Res. 32 (1999) 475 and references therein
21. Williams N.H., Tasaki B., Wall M., and Chin J. Acc. Chem. Res. 32 (1999) 485 and references therein
22. Moss, R.A., Park, B.D., Scrimin, P. and Ghirlanda, G. (1995). J. Chem. Soc., Chem. Comm. 1627
23. Moss, R.A., Zhang, J. and Bracken, K. (1997). J. Chem. Soc., Chem. Comm. 1639
24. Sumaoka, J., Miyama, S. and Komiyama, M. (1994). J. Chem. Soc., Chem. Comm. 1755
25. Morrow J.R., Buttrey L.A., and Berback K.A. Inorg. Chem. 31 (1992) 16
26. Morrow J.R., Buttrey L.A., Shelton V.M., and Berback K.A. J. Am. Chem. Soc. 114 (1992) 1903
27. Breslow R., and Zhang B. J. Am. Chem. Soc. 116 (1994) 7893
28. Takeda, N., Irisawa, M. and Komiyama, M. (1994). J. Chem. Soc., Chem. Comm. 2773
29. Hay, R.W. and Govan, N. (1990). J. Chem. Soc., Chem. Commun. 714
30. Schneider H.-J., Rammo J., and Hettich R. Angew. Chem. Int. Ed. Engl. 32 (1993) 1716
31. Ragunathan K.G., and Schneider H.-J. Angew. Chem. Int. Ed. Engl. 35 (1996) 1219
32. Gómez-Tagle, P. and A.K. Yatsimirsky (1998). J. Chem. Soc., Dalton Trans. 2957
33. Roigk A., Hettich R., and Schneider H.-J. Inorg. Chem. 37 (1998) 751 and references therein
34. Gómez-Tagle, P. and Yatsimirski, A.K. (2001). J. Chem. Soc., Dalton Trans. 2663
35. Jurek P.E., Jurek A.M., and Martell A.E. Inorg. Chem. 39 (2000) 1016
36. Parshall, G.W. and Ittel, S.D. (1992). Homogeneous Catalysis: The Applications and Chemistry of Catalysis by Soluble Transition Metal Complexes (2nd edn), pp. 269-296. Wiley Interscience, New York
37. Stanton M.G., Allen C.B., Kissling R.M., Lincoln A.L., and Gagné M.R. J. Am. Chem. Soc. 120 (1998) 5981 and references therein
38. Otera J. Chem. Rev. 93 (1993) 1449
39. Okano, T., Miyamoto, K. and Kiji, J. (1995). Chem. Lett. 246
40. Ranu B.C., Dutta P., and Sarkar A. J. Org. Chem. 63 (1998) 6027
41. Baldini L., Bracchini C., Cacciapaglia R., Casnati A., Mandolini L., and Ungaro R. Chem. Eur. J. 6 (2000) 1322
42. Cacciapaglia R., Di Stephano S., Kelderman E., and Mandolini L. Angew. Chem. Int. Ed. 38 (1999) 349
43. Cacciapaglia, R., Mandolini, L., Arnecke, R., Böhmer, V. and Vogt, W. (1998). J. Chem. Soc., Perkin Trans. 2, 419
44. Breccia, P., Cacciapaglia, R., Mandolini, L. and Scorsini, C. (1998). J. Chem. Soc., Perkin Trans. 2, 1257
45. Stevels W.M., Ankoné M.J.K., Dijkstra P.J., and Feijen J. Macromolecules 29 (1996) 8296
46. Hinde, N.J. and Hall, C.D. (1998). J. Chem. Soc., Perkin Trans. 2, 1249 and references therein
47. Otton J., Ratton S., Vasnev V.A., Markova G.D., Nametov K.M., Bakhmutov V.I., Komarova L.I., Vinogradova S.V., and Korshak V.V. J. Polym. Sci., Part A: Polym. Chem. 26 (1988) 2199
48. Cacciapaglia R., Casnati A., Mandolini L., Reinhoudt D.N., Salvio R., Sartori A., and Ungaro R. J. Org. Chem. 70 (2005) 5398
49. Cacciapaglia R., Di Stefano S., Fahrenkrug F., Luening U., and Mandolini L. J. Phys. Org. Chem. 17 (2004) 350
50. Balakrishnan V.K., Dust J.M., vanLoon G.W., and Buncel E. Can. J. Chem. 79 (2001) 157
51. Nagelkerke R., Pregel M.J., Dunn E.J., Thatcher G.R.J., and Buncel E. Org. React. 29 (1995) 11
52. Dunn E.J., and Buncel E. Can. J. Chem. 67 (1989) 1440
53. Dunn E.J., Moir R.Y., Buncel E., Purdon J.G., and Bannard R.A.B. Can. J. Chem. 68 (1990) 1837
54. Pregel, M.J. and Buncel, E. (1991). J. Chem. Soc., Perkin Trans. 2, 307
55. Pregel M.J., Dunn E.J., and Buncel E. J. Am. Chem. Soc. 113 (1991) 3545
56. Pregel, M.J., Dunn, E.J., Nagelkerke, R., Thatcher, G.R.J. and Buncel, E. (1995). Chem. Soc. Rev. 449.
57. Bates R.G. Medium effects and pH in non-aqueous solvents. In: Coetzee J.F., and Ritchie C.D. (Eds). Solute-Solvent Interactions (1969), Marcel Dekker, New York 45
58. Bosch, E., Rived, F., Roses, M. and Sales, J. (1999). J. Chem. Soc., Perkin Trans. 2, 1953
59. Rived F., Rosés M., and Bosch E. Anal. Chim. Acta 374 (1998) 309
60. Bosch E., Bou P., Allemann H., and Rosés M. Anal. Chem. 68 (1996) 3651
61. Canals I., Portal J.A., Bosch E., and Rosés M. Anal. Chem. 72 (2000) 1802
62. Gibson G.T.T., Neverov A.A., and Brown R.S. Can. J. Chem. 81 (2003) 495
63. Gibson G.T.T., Mohamed M.F., Neverov A.A., and Brown R.S. Inorg. Chem. 45 (2006) 7891
64. Harned, H.S. and Owen, B.B. (1957). The Physical Chemistry of Electrolytic Solutions. ACS Monograph Series 137 (3rd edn), p. 161. Reinhold Publishing, New York.
65. Brown, R.S. and Neverov, A. (2002). J. Chem. Soc., Perkin Trans. 2, 1039
66. Brown R.S., Neverov A.A., Tsang J.S.W., Gibson G.T.T., and Montoya-Peláez P. J. Can. J. Chem. 82 (2004) 1791
67. Lipscomb W., and Sträter N. Chem. Rev. 35 (1996) 2024
68. Wilcox D.E. Chem. Rev. 96 (1996) 2435
69. Coleman J.E. Curr. Opin. Chem. Biol. 2 (1998) 222
70. Parkin G. Chem. Rev. 104 (2004) 699
71. Cowan J.A. Chem. Rev. 98 (1998) 1067
72. Weston J. Chem. Rev. 105 (2005) 2151
73. Cleland W.W., Frey P.A., and Gerlt J.A. J. Biol. Chem. 273 (1998) 25529
74. Simonson T., Carlsson F., and Case D.A. J. Am. Chem. Soc. 126 (2004) 4167 and references therein
75. Crosby J., and Lienhard G.E. J. Am. Chem. Soc. 92 (1970) 5707
76. Crosby J., Stone R., and Lienhard G.E. J. Am. Chem. Soc. 92 (1970) 2891
77. Lowry, T.H. and Richardson, K.S. (1987). Mechanism and Theory in Organic Chemistry (3rd edn), pp. 361-367, 589-590, 600. Harper and Row, New York
78. Levine, I.N. (1978). Physical Chemistry (4th edn). pp. 276-281, McGraw-Hill, USA.
79. Neverov A.A., McDonald T., Gibson G., and Brown R.S. Can. J. Chem. 79 (2001) 1704
80. Neverov A.A., and Brown R.S. Inorg. Chem. 40 (2001) 3588
81. Neverov A.A., and Brown R.S. Can. J. Chem. 78 (2000) 1247
82. Montoya-Pelaez P.J., and Brown R.S. Inorg. Chem. 41 (2002) 309
83. Neverov A.A., Gibson G., and Brown R.S. Inorg. Chem. 42 (2003) 228
84. Neverov A.A., Sunderland N.E., and Brown R.S. Org. Biomol. Chem. 3 (2005) 65
85. Tsang J.S., Neverov A.A., and Brown R.S. J. Am. Chem. Soc. 125 (2003) 7602
86. Tsang J.S.W., Neverov A.A., and Brown R.S. Org. Biomol. Chem. 2 (2004) 3457
87. Liu T., Neverov A.A., Tsang J.S.W., and Brown R.S. Org. Biomol. Chem. 3 (2005) 1525
88. Lu Z.-L., Neverov A.A., and Brown R.S. Org. Biomol. Chem. 3 (2005) 3379
89. Lewis R.E., Neverov A.A., and Brown R.S. Org. Biomol. Chem. 3 (2005) 4082
90. Maxwell C., Neverov A.A., and Brown R.S. Org. Biomol. Chem. 3 (2005) 4329
91. Melnychuk S.A., Neverov A.A., and Brown R.S. Angew. Chem. Int. Ed. 45 (2006) 1767
92. Amis E.S. Anal. Chem. 27 (1955) 1672
93. Amis E.S. J. Chem. Educ. 30 (1953) 351
94. Landskroener, P.A. and Laidler, K.J. (1954). Effects of Solvation of Hydrolysis. Ph.D Dissertation, Catholic University of America, Catholic University of America Press: Washington
95. Laidler K.J., and Landskroener P.A. Trans. Faraday Soc. 52 (1956) 200
96. Martell A.E., and Motekaitis R.J. Determination and Use of Stability Constants (1988), VCH Publishers, New York
97. Moeller T., Martin D.F., Thompson L.C., Ferrús R., Feistel G.R., and Randall W. J. Chem. Rev. 65 (1965) 1
98. Burgess J. Metal Ions in Solution (1978), John Wiley and Sons, New York
99. Fritz J.S. Acid-Base Titrations in Nonaqueous Solvents (1973), Allyn and Bacon, Boston, MA
100. Huber W. Titrations in Nonaqueous Solvents (1967), Academic Press, New York
101. Gyenes I. Titration in Non-Aqueous Media (1967), D. Van Nostrand Company, New Jersey
102. deLigny C.L., and Rehbach M. Recl. Trav. Chim. 79 (1960) 727
103. Bates R.G., Paabo M., and Robinson R.A. J. Phys. Chem. 67 (1963) 1833
104. Grunwald E., and Berkowitz B.J. J. Am. Chem. Soc. 73 (1951) 4939
105. Gutbezahl B., and Grunwald E. J. Am. Chem. Soc. 75 (1953) 559-565
106. Bates, R.G. (1964). Determination of pH: Theory and Practice (2nd edn). p. 244, John Wiley and Sons, New York
107. 25
108. Gans P., Sabatini A., and Vacca A. Talanta 43 (1996) 1739
109. Moeller T., Martin D.F., Thompson L.C., Ferrús R., Feistel G.R., and Randall W.J. Chem. Rev. 65 (1965) 1
110. Burgess J. Metal Ions in Solution (1978), John Wiley and Sons, New York
111. Baes Jr. C.F., and Mesmer R.E. The Hydrolysis of Cations (1976), John Wiley and Sons, New York
112. Martell A.E., and Motekaitis R.J. Determination and Use of Stability Constants (1988), VCH Publishers, New York
113. Martell A.E., and Smith R.M. Critical Stability Constants Vols 1-6 (1974), Plenum Press, New York
114. Simms H.S. J. Am. Chem. Soc. 48 (1926) 1239
115. Neverov A.A., Montoya-Peláez P., and Brown R.S. J. Am. Chem. Soc. 123 (2001) 210
116. Montoya-Peláez P., Gibson G.T.T., Neverov A.A., and Brown R.S. Inorg. Chem. 42 (2003) 8624
117. Liu, T., Neverov, A.A. and Brown, R.S. unpublished observations
118. -1, respectively
119. 3 alkoxides which showed exceedingly poor activity even at higher temperatures and prolonged reaction times. From our work, the trialkoxy forms would be the least active, while the monoalkoxy forms would be the most active
120. Desloges W., Neverov A.A., and Brown R.S. Inorg. Chem. 43 (2004) 6752
121. Neverov A.A., and Brown R.S. Org. Biomol. Chem. 2 (2004) 2245
122. Kimura E., Shiota T., Koike T., Shiro M., and Kodama M. J. Am. Chem. Soc. 112 (1990) 5805
123. Koike T., and Kimura E. J. Am. Chem. Soc. 113 (1991) 8935
124. Smith, M.B. and March, J. Advanced Organic Chemistry (5th edn), pp. 338-342. Wiley Interscience, New York, and references therein
125. Lu Z.-L., Neverov A.A., and Brown R.S. Org. Biomol. Chem. 3 (2005) 3379
126. Ba-Saif S., Luthra A.K., and Williams A. J. Am. Chem. Soc. 109 (1987) 6362
127. Palm, V.A. (1975). Tables of Rate and Equilibrium Constants of Heterocyclic Reactions (Suppl. Vol. 1 (1)), Proizbodstvenno-Izdatelckii Kombinat Biniti, Moscow
128. Palm, V.A. (1985). Tables of Rate and Equilibrium Constants of Heterocyclic Reactions (Vol. 1, Issue 3). Tartuskii gosudarsvennii Universitet, Tartu
129. Taft Jr. R.W. J. Am. Chem. Soc. 74 (1952) 2729-3120
130. Taft Jr. R.W. J. Am. Chem. Soc. 75 (1953) 4231
131. Di Stephano S., Leonelli F., Garofolo B., Mandolini L., Bettolo B., and Migneco M. Org. Lett. 4 (2002) 2783
132. Hong S.-B., and Rauchel F.M. Biochemistry 35 (1996) 10904 aquenous pKa values for Table 10
133. a values for Table 10
134. Chaw, Z.S., Fischer, A. and Happer, D.A.R. (1971). J. Chem. Soc. (B) 1818
135. Kirsch J., Clewell A., and Simon A. J. Org. Chem. 33 (1968) 127
136. Humffray, A.A. and Ryan, J.J. (1967). J. Chem. Soc. (B) 468
137. Ryan, J.J. and Humffray, A.A. (1966). J. Chem. Soc. (B) 842
138. Bruice T.C., and Mayahi M. J. Am. Chem. Soc. 82 (1960) 3067
139. Kirsch J.F., and Jencks W.P. J. Am. Chem. Soc. 86 (1964) 837
140. Mitton C.G., Schowen R.L., Gresser M., and Shapley J. J. Am. Chem. Soc. 91 (1969) 2036
141. Ba-Saif S.A., and Williams A. J. Org. Chem. 53 (1988) 2204
142. Caldwell S.R., Raushel F.M., Weiss P.M., and Cleland W.W. Biochemistry 30 (1991) 7444
143. Jencks W.P., and Gilchrist M. J. Am. Chem. Soc. 90 (1968) 2622
144. Hupe D.J., and Jencks W.P. J. Am. Chem. Soc. 99 (1977) 451
145. Sayer J.M., and Jencks W.P. J. Am. Chem. Soc. 99 (1977) 464
146. Gresser M.J., and Jencks W.P. J. Am. Chem. Soc. 99 (1977) 6963
147. Thea S., and Williams A. Chem. Soc. Rev. 15 (1986) 125
148. Williams A. Acc. Chem. Res. 17 (1984) 425
149. Williams A. Concerted Organic and Bio-Organic Mechanisms (2000), CRC Press, Boca Raton
150. -3 scale
151. Petrova J., Momchilova S., Haupt E.T.K., Kopf J., and Eggers G. Phosphorus, Sulfur Silicon Relat. Elem. 177 (2002) 1337
152. Peterman, D.R., Fox, R.V., and Rollins, H.W. (2002). Abstract of Papers, 223rd ACS National Meeting, Orlando, FL, April 7-11, NUCL-131
153. Ferraro J.R., Herlinger A.W., and Chiarizia R. Sol. Extract Ion Exch. 16 (1998) 775
154. Du Preez R., and Preston J.S.S. S. Afr. J. Chem. 39 (1986) 89-137
155. Peppard D.F., Mason G.W., Driscoll W.J., and McCarty S.J. J. Inorg. Nucl. Chem. 12 (1959) 141
156. Lebedeva E.N., Zaitseva M.G., Galaktionova O.V., Bystrov L.V., and Korovin S.S. Koordinatsionnaya Khimiya 7 (1981) 870 CAN 95:87058
157. Galaktionova O.V., Lebedeva E.N., Yastrebov V.V., and Korovin S.S. Zh. Neorg. Khim. 25 (1980) 2660 CAN 93:226562
158. Pyartman A.K., Kopyrin A.A., Puzikov E.A., and Bogatov K.B. Zh. Neorg. Khim. 41 (1996) 347 CAN 125:124905
159. Pyartman A.K., Kopyrin A.A., Puzikov E.A., and Bogatov K.B. Zh. Neorg. Khim. 41 (1996) 686 CAN 126:11927
160. Pyartman A.K., Keskinov V.A., Kovalev S.V., and Kopyrin A.A. Radiochemistry (Moscow) (Translation of Radiokhimiya) 39 (1997) 142 CAN 127:210889; AN 1997:471873
161. Kosky C.A., Gayda J.-P., Gibson J.F., Jones S.F., and Williams D.J. Inorg. Chem. 21 (1982) 3173
162. Mikulski C.M., Pytlewski L.L., and Karagannis N.M. Inorg. Chim. Acta 32 (1979) 263
163. Schurhammer, R., Erhart, V., Troxler, L. and Wipf, G. (1999). J. Chem. Soc., Perkin Trans. 2, 2423 and references therein.
164. Rackham D.M. Spectrosc. Lett. 13 (1980) 513
165. Williams N.H., Cheung W., and Chin J. J. Am. Chem. Soc. 120 (1998) 8079
166. Wahnon D., Lebuis A.-M., and Chin J. Angew. Chem. Int. Ed. Engl. 34 (1995) 2412
167. Williams, N.H. and Wyman, P. (2001). J. Chem. Soc., Chem. Commun. 1268
168. Blasko A., and Bruice T.C. Acc. Chem. Res. 32 (1999) 475 and references therein
169. Williams N.H., Tasaki B., Wall M., and Chin J. Acc. Chem. Res. 32 (1999) 485 and references therein
170. Moss, R.A., Park, B.D., Scrimin, P. and Ghirlanda, G. (1995). J. Chem. Soc., Chem. Commun. 1627
171. Moss, R.A., Zhang, J. and Bracken, K. (1997). J. Chem. Soc., Chem. Commun. 1639
172. Sumaoka, J., Miyama, S. and Komiyama, M. (1994). J. Chem. Soc., Chem. Commun. 1755
173. Morrow J.R., Buttrey L.A., and Berback K.A. Inorg. Chem. 31 (1992) 16
174. Morrow J.R., Buttrey L.A., Shelton V.M., and Berback K.A. J. Am. Chem. Soc. 114 (1992) 1903
175. Breslow R., and Zhang B. J. Am. Chem. Soc. 116 (1994) 7893
176. Takeda, N., Irisawa, M. and Komiyama, M. (1994). J. Chem. Soc., Chem. Commun. 2773
177. Hay, R.W. and Govan, N. (1990). J. Chem. Soc., Chem. Commun. 714
178. Schneider, H.-J., Rammo, J. and Hettich, R. (1993). Angew. Chem. Int. Ed. Engl. 32, 1716
179. Ragunathan K.G., and Schneider H.-J. Angew. Chem. Int. Ed. Engl. 35 (1996) 1219
180. Gómez-Tagle, P. and Yatsimirsky, A.K. (1998). J. Chem. Soc., Dalton Trans. 2957
181. Roigk A., Hettich R., and Schneider H.-J. Inorg. Chem. 37 (1998) 751 and references therein
182. Gómez-Tagle, P. and Yatsimirski, A.K. (2001). J. Chem. Soc., Dalton Trans. 2663
183. Jurek P.E., Jurek A.M., and Martell A.E. Inorg. Chem. 39 (2000) 1016
184. Hegg E.L., and Burstyn J.N. Coord. Chem. Rev. 173 (1998) 133
185. Jancsó A., Mikkola S., Lönnberg H., Hegetschweiler K., and Gadja T. Chem. Eur. J. 9 (2003) 5404
186. Feng G., Mareque-Rivas J.C., Martin de Rosalés R.T., and Williams N.H. J. Am. Chem. Soc. 127 (2006) 13470
187. Sträter N., Lipscomb W.N., Klabunde T., and Krebs B. Angew. Chem. Int. Ed. Engl. 35 (1996) 2024
188. Davies J.F., Hostomska Z., Hostomsky Z., Jordan S.R., and Mathews D.A. Science 252 (1991) 88
189. Beese L.S., and Steitz T.A. EMBO J. 10 (1991) 25
190. Lahm A., Volbeda S., and Suck D. J. Mol. Biol. 215 (1990) 207
191. Molenveld P., Engbertsen J.F.J., and Reinhoudt D.N. Chem. Soc. Rev. 29 (2000) 75
192. Mancin, F., Scrimin, P., Tecilla, P. and Tonellato, U. (2005). Chem. Commun. 2540
193. Morrow J.R., and Iranzo O. Curr. Opin. Chem. Biol. 8 (2004) 192
194. Yamada, K., Takahashi, Y.-i., Yamamura, H., Araki, A., Saito, K. and Kawai, M. (2000). Chem. Commun. 1315
195. Feng, G., Mareque-Rivas, J.C. and Williams, N.H. Chem. Commun. 1845
196. Mancin, F., Rampazzo, E., Tecilla, P. and Tonellato, U. Eur. J. Chem. 281
197. Yang M.-Y., Iranzo O., Richard J.P., and Morrow J.R. J. Am. Chem. Soc. 127 (2005) 1064
198. Iranzo O., Elmer T., Richard J.P., and Morrow J.R. Inorg. Chem. 42 (2003) 7737
199. Iranzo O., Richard J.P., and Morrow J.R. Inorg. Chem. 43 (2004) 1743
200. Iranzo O., Kovalevsky A.Y., Morrow J.R., and Richard J.P. J. Am. Chem. Soc. 125 (2003) 1988
201. Brown, D.M. and Usher, D.A. J. Chem. Soc. 6558
202. -1 at 25 °C), Neverov, A.A., Brown, R.S. (2001). Inorg. Chem. 40, 3588
203. Tsang J.S., Neverov A.A., and Brown R.S. J. Am. Chem. Soc. 125 (2003) 1559
204. Morrow J.R., Buttrey L.A., and Berback K.A. Inorg. Chem. 31 (1992) 16
205. 0.5. The equation was derived from the equations for equilibrium binding and for conservation of mass by using the commercially available MAPLE software, Maple V Release 5, Waterloo Maple Inc., Waterloo, Ontario, Canada
206. init)
207. Liu C.T., Neverov A.A., and Brown R.S. Inorg. Chem. 46 (2007) 1778
208. -1 can be calculated at that pH.
209. -1
210. Bonfá L., Gatos M., Mancin F., Tecilla P., and Tonellato U. Inorg. Chem. 42 (2003) 3943
211. -1
212. Rawlings J., Cleland W.W., and Hengge A.C. Inorg. Biochem. 93 (2003) 61
213. 3 binding group
214. Kim J., and Lim H. Bull. Korean. Chem. Soc. 20 (1999) 491
215. Haidar R.H., Ipek M., Dasgupta B., Yousef M., and Zompa L. J. Inorg. Chem. 36 (1997) 3125
216. Dasguptas B., Haidar R., Hsieh W.-Y., and Zompa L. J. Inorg. Chim. Acta 306 (2000) 78
217. Neverov A.A., Lu Z.L., Maxwell C.I., Mohamed M.F., White C.J., Tsang J.S.W., and Brown R.S. J. Am. Chem. Soc. 128 (2006) 16398
218. Lu, Z.-L and Brown, R.S. To be published
219. Vichard C., and Kaden T.A. Inorg. Chim. Acta 337 (2002) 173
220. -1 38b
221. Diebler H., Secco F., and Vetorini M. J. Phys. Chem. 93 (1989) 1691
222. Liu, C.T., Bunn, S., Neverov, A.A. and Brown, R.S. To be published