Polyoxometalates as Homogeneous Oxidation Catalysts

Innovative Catalysis in Organic Synthesis: Oxidation, Hydrogenation, and C-X Bond Forming Reactions

Volumn , Issue , 2012, Pages 3-25

  Carraro, Mauro ^a   Sartorel, Andrea ^a   Ibrahim, Masooma ^b   Nsouli, Nadeen ^b   Jahier, Claire ^c   Nlate, Sylvain ^c   Kortz, Ulrich ^b   Bonchio, Marcella ^a  

^a UNIVERSITY OF PADOVA   (Italy)

^b JACOBS UNIVERSITY BREMEN   (Germany)

^c UNIVERSITÉ DE BORDEAUX   (France)

Author keywords

Dioxygen; Hydrogen peroxide; Oxidation catalysts; Polyanions; Polyoxometalates; Polyoxopalladates

Indexed keywords

EID: 84885748109     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1002/9783527646586.ch1     Document Type: Chapter

References (175)

1. Pope, M.T. (1983) Heteropoly and Isopoly Oxometalates, Springer-Verlag, New York.
2. Pope, M.T. and Müller, A. (2002) Polyoxometalate Chemistry: From Topology Via Self-assembly to Applications, Kluwer Academic Publishers, Dordrecht.
3. Pope, M.T. and Müller, A. (1991) Angew. Chem. Int. Ed., 30, 34.
4. Kepert, D.L. (1972) The Early Transition Metals, Academic Press Inc., London.
5. Rhule, J.T., Hill, C.L., Rud, D.A., and Schinazi, R.F. (1998) Chem. Rev., 98, 327.
6. Katsoulis, D.E. (1998) Chem. Rev., 98, 359.
7. Hill, C.L. (1998) Chem. Rev., 98 (Special Issue on Polyoxometalates), 1.
8. Jeannin, Y.P. (1998) Chem. Rev., 98, 51.
9. Lipscomb, W.N. (1965) Inorg. Chem., 4, 132.
10. Chen, O. and Zubieta, J. (1992) Coord. Chem. Rev., 114, 107.
11. Chubarova, E.V., Dickman, M.H., Keita, B., Nadjo, L., Miserque, F., Mifsud, M., Arends, I.W.C.E., and Kortz, U. (2008) Angew. Chem. Int. Ed., 47, 9542.
12. Izarova, N.V., Ngo Biboum, R., Keita, B., Mifsud, M., Arends, I.W.C.E., Jameson, G.B., and Kortz, U. (2009) Dalton Trans., 9385.
13. Izarova, N.V., Vankova, N., Banerjee, A., Jameson, G.B., Heine, T., Schinle, F., Hampe, O., and Kortz, U. (2010) Angew. Chem. Int. Ed., 49, 7807.
14. Barsukova, M., Izarova, N.V., Ngo Biboum, R., Keita, B., Nadjo, L., Ramachandran, V., Dalal, N.S., Antonova, N.S., Carbó, J.J., Poblet, J.M., and Kortz, U. (2010) Chem. Eur. J., 16, 9076.
15. Izarova, N.V., Vankova, N., Heine, T., Ngo Biboum, R., Keita, B., Nadjo, L., and Kortz, U. (2010) Angew. Chem. Int. Ed., 49, 1886.
16. Pope, M.T. (1987) in Comprehensive Coordination Chemistry, vol. 3, Chapter 38 (eds G. Wilkinson, R.D. Gillard, and J.A. McCleverty), Pergamenon Press, New York.
17. Müller, A. and Kögerler, P. (1999) Coord. Chem. Rev., 182, 3.
18. Bi, L.-H., Reicke, M., Kortz, U., Keita, B., Nadjo, L., and Clark, R.J. (2004) Inorg. Chem., 43, 3915.
19. Kortz, U., Savelieff, M.G., Bassil, B.S., Keita, B., and Nadjo, L. (2002) Inorg. Chem., 41, 783.
20. Ibrahim, M., Lan, Y., Bassil, B.S., Xiang, Y., Suchopar, A., Powell, A.K., and Kortz, U. (2011) Angew. Chem. Int. Ed., 50, 4708.
21. Mal, S.S., and Kortz, U. (2005) Angew. Chem. Int. Ed., 44, 3777.
22. Gouzerh, P. and Proust, A. (1998) Chem. Rev., 98, 77.
23. Dolbecq, A., Dumas, E., Mayer, C.R., and Mialane, P. (2010) Chem. Rev., 110, 6009.
24. Berardi, S., Carraro, M., Sartorel, A., Modugno, G., and Bonchio, M. (2011) Isr. J. Chem., 51, 259.
25. Thorimbert, S., Hasenknopf, B., and Laĉote, E. (2011) Isr. J. Chem., 51, 275.
26. Carraro, M., Modugno, G., Sartorel, A., Scorrano, G., and Bonchio, M. (2009) Eur. J. Inorg. Chem., 2009(34), 5164.
27. Berardi, S., Carraro, M., Iglesias, M., Sartorel, A., Scorrano, G., Albrecht, M., and Bonchio, M. (2010) Chem. Eur. J., 16, 10662.
28. Mayer, C.R. and Thouvenot, R. (2000) Chem. Mater., 12, 257.
29. Carraro, M., Sartorel, A., Scorrano, G., Maccato, C., Dickman, M.H., Kortz, U., and Bonchio, M. (2008) Angew. Chem. Int. Ed, 47, 7275.
30. Hill, C.L., Chrisina, C., and Prosser-McCartha, M. (1995) Coord. Chem. Rev., 143, 407.
31. Mizuno, N., Yamaguchi, K., and Kamata, K. (2005) Coord. Chem. Rev., 249, 1944.
32. Mizuno, N., Kamata, K., Uchida, S., and Yamaguch, K. (2009) in Modern Heterogeneous Oxidation Catalysis-Design, Reactions and Characterization (ed. N. Mizuno), Wiley-VCH Verlag GmbH, Weinheim, p. 185.
33. Sheldon, R.A. and Kochi, J.K.K. (1981) Metal Catalysed Oxidations of Organic Compounds, Academic Press, New York.
34. Kozhevnikov, I.V. (2002) Catalysis by Polyoxometalates, John Wiley & Sons, Ltd, Chichester.
35. Kozhevnikov, I.V. (1998) Chem. Rev., 98, 171.
36. Mizuno, N. and Misono, M. (1998) Chem. Rev., 98, 199.
37. Brégeault, J.-M., Launay, F., and Atlamsani, A. (2001) C. R. Acad. Sci. Paris, Sér. IIc, Chim./Chem., 4, 11.
38. Kozhevnikov, I.V. and Matveev, K.I. (1983) Appl. Cat., 5, 135.
39. Neumann, R. and Levin, M. (1992) J. Am. Chem. Soc., 114, 7278.
40. Brégeault, J.M., El Ali, B., Mercier, J., Martin, J., and Martin, C. (1989) C. R. Acad. Sci. Paris, Sér. II, 309, 459.
41. Atlamsani, A., Bregeault, J.M., and Ziyad, M. (1993) J. Org. Chem., 58, 5663.
42. El Aakel, L., Launay, F., Atlamsani, A., and Bregeault, J.-M. (2001) Chem. Commun., 2218.
43. Zhang, J., Tang, Y., Li, G., and Hu, C. (2005) Appl. Catal. A: Gen., 278, 251.
44. Ermolenko, L.P. and Giannotti, C. (1996) J. Chem. Soc. Perkins Trans. 2, 1205.
45. Papaconstantinou, E. (1989) Chem. Soc. Rev., 18, 1.
46. Hill, C.L. and Prosser-McCartha, C.M. (1993) Photosensitization and Photocatalysis Using Inorganic and Organometallic Compounds, Kluwer Academic, Dordrecht.
47. Duncan, D.C. and Hill, C.L. (1997) J. Am. Chem. Soc., 119, 243.
48. Renneke, R.F., Kadkbodayan, M., Pasquali, M., and Hill, C.L. (1991) J. Am. Chem. Soc., 113, 8357.
49. Hiskia, A., Mylonas, A., and Papaconstantinou, E. (2001) Chem. Soc. Rev., 30, 62.
50. Maldotti, A., Amadelli, R., Varani, G., Tollari, S., and Porta, F. (1994) Inorg. Chem., 33, 2968.
51. Tanielan, C., Duffy, K., and Jones, A. (1997) J. Phys. Chem. B, 101, 4276.
52. Argitis, P. and Papaconstantinou, E. (1986) Inorg. Chem., 25, 4386.
53. Soo, H. and Pope, M.T. (1972) Inorg. Chem., 11, 1441.
54. Papaconstantinou, E. and Mylonas, A. (1996) Polyhedron, 15, 3211.
55. Tanielian, C. (1998) Coord. Chem. Rev., 178-180, 1165.
56. Bonchio, M., Carraro, M., Scorrano, G., Fontananova, E., and Drioli, E. (2003) Adv. Synth. Catal., 345, 1119.
57. Mylonas, A., Hiskia, A., Androulaki, E., Dimotikali, D., and Papaconstantinou, E. (1999) Phys. Chem. Chem. Phys., 1, 437.
58. Bonchio, M., Carraro, M., Conte, V., and Scorrano, G. (2005) Eur. J. Org. Chem., 2005(22), 4897.
59. Tanielian, C., Duffy, K., and Jones, A. (1997) J. Phys. Chem. B, 101, 4276.
60. Tzirakis, M.D., Lykakis, I.N., and Orfanopoulos, M. (2009) Chem. Soc. Rev., 38, 2609.
61. Maldotti, A., Molinari, A., and Amadelli, R. (2002) Chem. Rev., 102, 3811.
62. Zheng, Z. and Hill, C.L. (1998) Chem. Commun., 2467.
63. Dondi, D., Fagnoni, M., Molinari, A., Maldotti, A., and Albini, A. (2004) Chem. Eur. J., 10, 142.
64. Molinari, A., Bratovci, A., Magnacca, G., and Maldotti, A. (2010) Dalton Trans., 39, 7826.
65. Bonchio, M., Carraro, M., Gardan, M., Scorrano, G., Drioli, E., and Fontananova, E. (2006) Top. Catal., 40, 133.
66. Carraro, M., Gardan, M., Scorrano, G., Drioli, E., Fontananova, E., and Bonchio, M. (2006) Chem., Commun., 4533.
67. Carraro, M., Gardan, M., Donato, L., Scorrano, G., Drioli, E., Fontananova, E., and Bonchio, M. (2006) Desalination, 200, 705.
68. Prabhakar, R.S., Freeman, B., and Roman, D.I. (2004) Macromolecules, 37, 768.
69. Lane, B.S. and Burgess, K. (2003) Chem. Rev., 103, 2457, and references therein cited.
70. Khenkin, A.M. and Hill, C.L. (1993) Mendeleev Commun., 3, 140.
71. Zhang, X., Chen, Q., Duncan, D.C., Lachicotte, R.J., and Hill, C.L. (1997) Inorg. Chem., 36, 4381.
72. Zhang, X., Chen, Q., Duncan, D.C., Campana, C.F., and Hill, C.L. (1997) Inorg. Chem., 36, 4208.
73. Zhang, X., Anderson, T.M., Chen, Q., and Hill, C.L. (2001) Inorg. Chem., 40, 418.
74. Mizuno, N., Nozaki, C., Kiyoto, I., and Misono, M. (1998) J. Am. Chem. Soc., 120, 9267.
75. Seki, Y., Min, J.S., Misono, M., and Mizuno, N. (2000) J. Phys. Chem. B, 104, 5940.
76. Mizuno, N., Seki, Y., Nishiyama, Y., Kiyoto, I., and Misono, M. (1999) J. Catal., 184, 550.
77. Mizuno, N., Kiyoto, I., Nozaki, C., and Misono, M. (1999) J. Catal., 181, 171.
78. Khenkin, A.M. and Neumann, R. (2001) J. Am. Chem. Soc., 123, 6437.
79. Ishii, Y., Yamawaki, K., Yoshida, T., Ura, T., Yamada, H., and Ogawe, M. (1987) J. Org. Chem., 52, 1868.
80. Ishii, Y., Tanaka, H., and Nishiyama, Y. (1994) Chem. Lett., 1, 1.
81. Ishii, Y., Yamawaki, K., Ura, T., Yamada, H., Yoshida, T., and Ogawa, M. (1988) J. Org. Chem., 53, 3587.
82. Prandi, J., Kagan, H.B., and Mimoun, H. (1986) Tetrahedron Lett., 27, 2617.
83. Venturello, C. and D'Aloisio, R. (1988) J. Org. Chem., 53, 1553.
84. Ishii, Y., Tanaka, H., and Nishiyama, Y. (1994) Chem. Lett., 23, 1.
85. Sato, K., Aoki, M., Ogawa, M., Hashimoto, T., Panyella, D., and Noyori, R. (1997) Bull. Chem. Soc. Jpn., 70, 905.
86. Newkome, G.R., Moorefield, C.N., and V̈ogtle, F. (2001) Dendrimers and Dendrons, Concepts, Synthesis and Applications, Wiley-VCH Verlag GmbH, Weinheim.
87. Tomalia, D. and Fréchet, J. M. J. (eds) (2002) Dendrimers and other Dendritic Polymers, Wiley-VCH Verlag GmbH, New York.
88. Astruc, D. (ed.) (2003) Dendrimers and Nanoscience, CR Chimie, Vol. 6, Elsevier, Paris.
89. Zeng, F. and Zimmerman, S.C. (1997) Chem. Rev., 97, 1681.
90. Oosterom, G.E., Reek, J.N.H., Kramer, P.C.J., and van Leeuwen, P.W.N.M. (2001) Angew. Chem. Int. Ed., 40, 1828.
91. Kreiter, R., Kleij, A., Klein Gebbink, R.J.M., and van Koten, G. (2001) Top. Curr. Chem., 217, 163.
92. van Heerbeek, R., Kamer, P.C.J., van Leeuwen, P.W.N.M., and Reek, J.N.H. (2002) Chem. Rev., 102, 3717.
93. Twyman, L.J., King, A.S.H., and Martin, I.K. (2002) Chem. Soc. Rev., 31, 69.
94. Bhyrappa, P., Young, J.K., Moore, J.S., and Suslick, K.S. (1996) J. Am. Chem. Soc., 118, 5708.
95. Weyermann, P., Gissel-brecht, J.-P., Boudon, C., Diederich, F., and Gross, M. (1999) Angew. Chem. Int. Ed., 38, 3215.
96. Weyermann, P. and Diederich, F. (2000) J. Chem. Soc. Perkin Trans. 1, 4231.
97. Weyermann, P., Diederich, F., Gissel-brecht, J.-P., Boudon, C., and Gross, M. (2002) Helv. Chem. Acta, 85, 571.
98. Francavilla, C., Drake, M.D., Bright, F.V., and Detty, M.R. (2001) J. Am. Chem. Soc., 123, 57.
99. Ahsan, K., Drake, M.D., Higgs, D.E., Wojciechowski, A.L., Tse, B.N., Bateman, M.A., You, Y., and Detty, M.R. (2003) Organometallics, 22, 2883.
100. Zeng, H., Newkome, G.R., and Hill, C.L. (2000) Angew. Chem. Int. Ed., 39, 1771.
101. Morgan, J.R. and Cloninger, M.J. (2005) J. Polym. Sci. Polym. Chem., 43, 3059.
102. Volkmer, H.D., Bredenk̈otter, B., Tellenbr̈oker, J., K̈ogerler, P., Kurth, D.G., Lehmann, P., Schnablegger, H., Schwahn, D., Piepenbrink, M., and Krebs, B. (2002) J. Am. Chem. Soc., 124, 10489.
103. Vasylyev, M.V., Astruc, D., and Neumann, R. (2005) Adv. Synth. Catal., 347, 39.
104. Nlate, S., Astruc, D., and Neumann, R. (2004) Adv. Synth. Catal., 346, 5517.
105. Venturello, C., D'Aloisio, R., Bart, J.C.J., and Ricci, M. (1985) J. Mol. Catal., 32, 107.
106. Salles, L., Aubry, C., Thouvenot, R., Robert, F., Dorémieux-Morin, C., Chottard, G., Ledon, H., Jeannin, Y., and Brégault, J.-M. (1994) Inorg. Chem., 33, 871.
107. Duncan, D.C., Chambers, R.C., Hecht, E., and Hill, C.L. (1995) J. Am. Chem. Soc., 117, 681.
108. Nlate, S., Astruc, D., and Neumann, R. (2004) Adv. Synth. Catal., 346, 1445.
109. Nlate, S., Plault, L., and Astruc, D. (2006) Chem. Eur. J., 12, 903.
110. Nlate, S., Plault, L., and Astruc, D. (2007) New J. Chem., 31, 1264.
111. Jahier, C., Plault, L., and Nlate, S. (2009) Isr. J. Chem., 49, 109.
112. Plault, L., Hauseler, A., Nlate, S., Astruc, D., Ruiz, J., Gatard, S., and Neumann, R. (2004) Angew. Chem. Int. Ed., 43, 2924.
113. Jahier, C., Cantuel, M., McClenaghan, N.D., Buffeteau, T., Cavagnat, D., Agbossou, F., Carraro, M., Bonchio, M., and Nlate, S. (2009) Chem. Eur. J., 14, 8703.
114. Jahier, C., Coustou, M.-F., Cantuel, M., McClenaghan, N.D., Buffeteau, T., Cavagnat, D., Carraro, M., and Nlate, S. (2011) Eur. J. Inorg. Chem., 2011(5), 727.
115. Server-Carrió, J., Bas-Serra, J., González-N úñez, M.E., García-Gastaldi, A., Jameson, G.B., Baker, L.C.W., and Acerete, R. (1999) J. Am. Chem. Soc., 121, 977.
116. Zhao, W., Zhang, Y., Ma, B., Ding, Y., and Qiu, W. (2010) Catal. Commun., 11, 527.
117. Ding, Y. and Zhao, W. (2011) J. Mol. Catal. A: Chem., 337, 45.
118. Ding, Y., Zhao, W., Zhang, Y., Ma, B., and Qiu, W. (2011) Reac. Kinet. Mech. Cat., 102, 85.
119. Kamata, K., Yonehara, K., Sumida, Y., Yamaguchi, K., Hikichi, S., and Mizuno, N. (2003) Science, 300, 964.
120. Kamata, K., Kotani, M., Yamaguchi, K., Hikichi, S., and Mizuno, N. (2007) Chem. Eur. J., 13, 639.
121. Kamata, K., Nakagawa, Y., Yamaguchi, K., and Mizuno, N. (2004) J. Catal., 224, 224.
122. Musaev, D.G., Morokuma, K., Geletii, Y.V., and Hill, C.L. (2004) Inorg. Chem., 43, 7702.
123. Mizuno, N., Kamata, K., Kotani, M., Yamaguchi, K., and Hikichi, S. (2007) Chem. Eur. J., 13, 639.
124. Prabhakar, R., Morokuma, K., Hill, C.L., and Musaev, D.G. (2006) Inorg. Chem., 45, 5703.
125. Sartorel, A., Carraro, M., Bagno, A., Scorrano, G., and Bonchio, M. (2007) Angew. Chem. Int. Ed., 46, 3255.
126. Sartorel, A., Carraro, M., Bagno, A., Scorrano, G., and Bonchio, M. (2008) J. Phys. Org. Chem., 21, 596.
127. Carraro, M., Sandei, L., Sartorel, A., Scorrano, G., and Bonchio, M. (2006) Org. Lett., 8, 3671.
128. Berardi, S., Bonchio, M., Carraro, M., Conte, V., Sartorel, A., and Scorrano, G. (2007) J. Org. Chem., 72, 8954.
129. Costas, M., Mehn, M.P., Jensen, M.P., and Que, L. Jr. (2004) Chem. Res., 104, 939.
130. Wallar, B.J. and Lipscomb, J.D. (1996) Chem. Rev., 96, 2625.
131. McMurry, T.J. and Groves, J.T. (1986) in Metalloporphyrin Models for Cytochrome P-450: Structure, Mechanism and Biochemistry (ed. R.P. Ortiz de Montellano), Plenum Press, New York, pp. 1-19.
132. Bonchio, M., Carraro, M., Scorrano, G., and Kortz, U. (2005) Adv. Synth. Catal., 347, 1909.
133. Sartorel, A., Carraro, M., Scorrano, G., Bassil, B.S., Dickman, M.H., Keita, B., Nadjo, L., Kortz, U., and Bonchio, M. (2009) Chem. Eur. J., 15, 7854.
134. Schwegler, M., Floor, M., and van Bekkum, H. (1988) Tetrahedron Lett., 29, 823.
135. Wang, J., Yan, L., Qian, G., Li, S., Yang, K., Liu, H., and Wang, X. (2007) Tetrahedron, 63, 1826.
136. Wang, J., Yan, L., Li, G., Wang, X., Ding, Y., and Suo, J. (2005) Tetrahedron Lett., 46, 7023.
137. Kikukawa, Y., Yamaguchi, K., and Mizuno, N. (2010) Angew. Chem. Int. Ed., 49, 6096.
138. Adam, W., Alsters, P.L., Neumann, R., Saha-M̈oller, C.R., Sloboda-Rozner, D., and Zhang, R. (2003) J. Org. Chem., 68, 1721.
139. Sloboda-Rozner, D., Alsters, P.L., and Neumann, R. (2003) J. Am. Chem. Soc., 125, 5280.
140. Neumann, R., Khenkin, A.M., Juwiler, D., Miller, H., and Gara, M. (1997) J. Mol. Catal. A Chem., 117, 169.
141. Barats, D. and Neumann, R. (2010) Adv. Synth. Catal., 352, 293.
142. Maayan, G., Fish, R.H., and Neumann, R. (2003) Org. Lett., 5, 3547.
143. Ingle, R.H. and Raj, N.K.K. (2008) J. Mol. Catal. A: Chem., 294, 8.
144. Witte, P.T., Alsters, P.L., Jary, W., Mullner, R., Pochlauer, P., Sloboda-Rozner, D., and Neumann, R. (2004) Org. Process Res. Dev., 8, 524.
145. Neumann, R. and Khenkin, A.M. (1996) J. Mol. Catal. A: Chem., 114, 169.
146. B̈osing, M., N̈oh, A., Loose, I., and Krebs, B. (1998) J. Am. Chem. Soc., 120, 7252.
147. Nakagawa, Y., Kamata, K., Kotani, M., Yamaguchi, K., and Mizuno, N. (2005) Angew. Chem. Int. Ed., 44, 5136.
148. Nakagawa, Y. and Mizuno, N. (2007) Inorg. Chem., 46, 1727.
149. Kholdeeva, O.A., Donoeva, B.G., Trubitsina, T.A., Al-Kadamany, G., and Kortz, U. (2009) Eur. J. Inorg. Chem., 2009(34), 5134.
150. Bonchio, M., Licini, G., Mantovani, S., Modena, G., and Nugent, W.A. (1990) J. Org. Chem., 64, 1326.
151. Kholdeeva, O.A. and Maksimovskaya, R.I. (2007) J. Mol. Catal. A: Chem., 262, 7.
152. Mal, S.S., Nsouli, N.H., Carraro, M., Sartorel, A., Scorrano, G., Oelrich, H., Walder, L., Bonchio, M., and Kortz, U. (2010) Inorg. Chem., 49, 7.
153. Bassil, B., Mal, S.S., Dickman, M.H., Kortz, U., Oelrich, H., and Wadler, L. (2008) J. Am. Chem. Soc., 130, 6696.
154. Carraro, M., Nsouli, N., Oelrich, H., Sartorel, A., Soraru , A., Mal, S.S., Scorrano, G., Walder, L., Kortz, U., and Bonchio, M. (2011) Chem. Eur. J., 17, 8371.
155. Jahier, C., Mal, S.S., Kortz, U., and Nlate, S. (2010) Eur. J. Inorg. Chem., 1559.
156. Ying, J.Y. (2006) Chem. Eng. Sci., 61, 1540.
157. Aggarwal, S., Monga, A.P., Perusse, S.R., Ramesh, R., Ballarotto, V., Williams, E.D., Chalamala, B.R., Wei, Y., and Reuss, R.H. (2000) Science, 287, 2235.
158. Wada, K., Yano, K., Kondo, T., and Mitsudo, T. (2006) Catal. Today, 117, 242, and references therein.
159. Schalow, T., Brandt, B., Laurin, M., Guimond, S., Starr, D.E., Shaikhutdinov, S.K., Schauermann, S., Libuda, J., and Freund, H.-J. (2007) Top. Catal., 42, 387.
160. Chen, L., Zhu, K., Bi, L.-H., Suchopar, A., Reicke, M., Mathys, G., Jaensch, H., Kortz, U., and Richards, R.M. (2007) Inorg. Chem., 46, 8457.
161. Brink, G.-J., Arends, I.W.C.E., and Sheldon, R.A. (2000) Science, 287, 1636.
162. Brink, G.-J., Arends, I.W.C.E., Hoogenraad, M., Verspui, G., and Sheldon, R.A. (2003) Adv. Synth. Catal., 345, 1341.
163. Howells, A.R., Sankarraj, A., and Shannon, C. (2004) J. Am. Chem. Soc., 126, 12258.
164. Sartorel, A., Carraro, M., Scorrano, G., Zorzi, R.D., Geremia, S., McDaniel, N.D., Bernhard, S., and Bonchio, M. (2008) J. Am. Chem. Soc., 130, 5006.
165. Geletii, Y.V., Botar, B., K̈ogerler, P., Hillesheim, D.A., Musaev, D.G., and Hill, C.L. (2008) Angew. Chem. Int. Ed., 47, 3896.
166. Yin, Q., Tan, J.M., Besson, C., Geletii, Y.V., Musaev, D.G., Kuznetsov, A.E., Luo, Z., Hardcastle, K.I., and Hill, C.L. (2010) Science, 328, 342.
167. Carraro, M., Sartorel, A., Toma, F.M., Puntoriero, F., Scandola, F., Campagna, S., Prato, M., and Bonchio, M. (2011) Top. Curr. Chem., 303, 1.
168. Balzani, V., Credi, A., and Venturi, M. (2008) ChemSusChem, 1, 26.
169. Yano, J., Kern, J., Sauer, K., Latimer, M.J., Pushkar, Y., Biesiadka, J., Loll, B., Saenger, W., Messinger, J., Zouni, A., and Yachandra, V.K. (2006) Science, 314, 821.
170. Sartorel, A., Miró, P., Salvadori, E., Romain, S., Carraro, M., Scorrano, G., Di Valentin, M., Llobet, A., Bo, C., and Bonchio, M. (2009) J. Am. Chem. Soc., 131, 16051.
171. Geletii, Y.V., Besson, C., Hou, Y., Yin, Q., Musaev, D.G., Quiñonero, D., Cao, R., Hardcastle, K.I., Proust, A., K̈ogerler, P., and Hill, C.L. (2009) J. Am. Chem. Soc., 131, 17360.
172. Orlandi, M., Argazzi, R., Sartorel, A., Carraro, M., Scorrano, G., Bonchio, M., and Scandola, F. (2010) Chem. Commun., 46, 3152.
173. Puntoriero, F., La Ganga, G., Sartorel, A., Carraro, M., Scorrano, G., Bonchio, M., and Campagna, S. (2010) Chem. Commun., 46, 4725.
174. Toma, F.M., Sartorel, A., Iurlo, M., Carraro, M., Parisse, P., Maccato, C., Rapino, S., Rodriguez Gonzalez, B., Amenitsch, H., Da Ros, T., Casalis, L., Goldoni, A., Marcaccio, M., Scorrano, G., Scoles, G., Paolucci, F., Prato, M., and Bonchio, M. (2010) Nature Chem., 2, 826.
175. Toma, F.M., Sartorel, A., Carraro, M., Bonchio, M., and Prato, M. (2011) J. Pure Appl. Chem., 83, 1529.