Palladacycles on Dendrimers and Star-Shaped Molecules

Palladacycles: Synthesis, Characterization and Applications

Volumn , Issue , 2008, Pages 361-398

  Pijnenburg, Niels J M ^a   Korstanje, Ties J ^a   van Koten, Gerard ^a   Gebbink, Robertus J M Klein ^a  

^a UTRECHT UNIVERSITY   (Netherlands)

Author keywords

Catalysis; Cyclopalladated compounds; Dendrimers; Palladadendrimers; Pincer complexes; Star shaped molecules

Indexed keywords

EID: 84889455074     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1002/9783527623211.ch15     Document Type: Chapter

References (120)

1. Buhleier, E., Wehner, W. and Vögtle, F. (1978) Synthesis, 155-8.
2. Tomalia, D.A., Baker, H., Dewald, J., et al. (1985) Polymer Journal (Tokyo), 17, 117-32.
3. Tomalia, D.A., Naylor, A.M. and Goddard, W.A., III. (1990) Angewandte Chemie-International Edition, 29, 138-75.
4. Tomalia, D.A. and Durst, H.D. (1993) Topics in Current Chemistry, 165, 193-313.
5. Newkome, G.R., Yao, Z.Q., Baker, G.R. and Gupta, V.K. (1985) Journal of Organometallic Chemistry, 50, 2003-2004.
6. Newkome, G.R., Yao, Z.Q., Baker, G.R., et al. (1986) Journal of the American Chemical Society, 108, 849-50.
7. Hawker, C.J. and Fréchet, J.M.J. (1990) Journal of the American Chemical Society, 112, 7638-47.
8. Hawker, C.J. and Fréchet, J.M.J. (1990) Journal of the Chemical Society D-Chemical Communications, 15, 1010-13.
9. Wooley, K.J., Hawker, C.J. and Frechet, J.M.J. (1991) Journal of the American Chemical Society, 113, 4252-61.
10. Fréchet, J.M.J. (1994) Science, 263, 1710-15.
11. Oosterom, G.E., Reek, J.N.H., Kamer, P.C.J. and van Leeuwen, P.W.N.M. (2001) Angewandte Chemie-International Edition, 40, 1828-49.
12. Dijkstra, H.P., van Klink, G.P.M. and van Koten, G. (2002) Accounts of Chemical Research, 35, 798-810.
13. Astruc, D. and Chardac, F. (2001) Chemical Reviews, 101, 2991-3023.
14. Majoral, J.P. and Caminade, A.M. (1999) Chemical Reviews, 99, 845-80.
15. Kreiter, R., Kleij, A.W., Klein Gebbink, R.J.M. and van Koten, G. (2001) Topics in Current Chemistry: Dendrimers IV, 217, 163-99.
16. Dahan, A. and Portnoy, M. (2005) Journal of Polymer Science Part A-Polymer Chemistry, 43, 235-62.
17. Chase, P.A., Klein Gebbink, R.J.M. and van Koten, G. (2004) Journal of Organometallic Chemistry, 689, 4016-54.
18. Kassube, J.K. and Gade, L.H. (2006) Topics in Organometallic Chemistry, 20 (Dendrimer Catal), 39-59.
19. Méry, D. and Astruc, D. (2006) Coordination Chemistry Reviews, 250, 1965-79.
20. Twyman, L.J., King, A.S.H. and Martin, I.K. (2002) Chemical Society Reviews, 31, 69-82.
21. Newkome, G.R., He, E. and Moorefield, C.N. (1999) Chemical Reviews, 99, 1689-746.
22. Gorman, C. (1998) Advanced Materials, 10, 295-309.
23. Andres, R., de Jesús, E. and Flores, J.C. (2007) New Journal of Chemistry, 31, 1161-91.
24. Berger, A., Klein Gebbink, R.J.M. and van Koten, G. (2006) Topics in Organometallic Chemistry, 20 (Dendrimer Catal), 1-38.
25. Knapen, J.W.J., van der Made, A.W., de Wilde, J.C., et al. (1994) Nature, 372, 659-63.
26. Ong, W. and McCarley, R.L. (2005) Organic Letters, 7, 1287-90.
27. Dahan, A. and Portnoy, M. (2003) Organic Letters, 5, 1197-200.
28. Reetz, M.T., Lohmer, G. and Schwickardi, R. (1997) Angewandte Chemie-International Edition, 36, 1526-9.
29. Hurley, A. and Mohler, D.L. (2000) Organic Letters, 2, 2745-8.
30. Valerio, C., Fillaut, J.L., Ruiz, J., et al. (1997) Journal of the American Chemical Society, 119, 2588-9.
31. Breinbauer, R. and Jacobsen, E.N. (2000) Angewandte Chemie-International Edition, 39, 3604-7.
32. Dijkstra, H.P., Slagt, M.Q., McDonald, A., et al. (2003) European Journal of Inorganic Chemistry, 5, 830-8.
33. Helms, B. and Frechet, J.M.J. (2006) Advanced Synthesis Catalysis, 348, 1125-48.
34. Hecht, S. and Fréchet, J.M.J. (2001) Angewandte Chemie-International Edition, 40, 74-91.
35. Oosterom, G.E., van Haaren, R.J., Reek, J.N.H., et al. (1999) Chemical Communications, 1119-20.
36. de Groot, D., Eggeling, E.B., de Wilde, J.C., et al. (1999) Chemical Communications, 1623-4.
37. de Groot, D., Reek, J.N.H., Kamer, P.C.J. and van Leeuwen, P.W.N.M. (2002) European Journal of Organic Chemistry, 6, 1085-95.
38. Heuzé, K., Mery, D., Gauss, D., et al. (2004) Chemistry-A European Journal, 10, 3936-44.
39. Mizugaki, T., Murata, M., Ooe, M., et al. (2002) Chemical Communications, 52-3.
40. Lu, S.M. and Alper, H. (2005) Journal of the American Chemical Society, 127, 14776-84.
41. Alper, H., Arya, P., Bourque, C., et al. (2000) Canadian Journal of Chemistry, 78, 920-4.
42. Zweni, P.P. and Alper, H. (2006) Advanced Synthesis Catalysis, 348, 725-31.
43. Antebi, S., Arya, P., Manzer, L.E. and Alper, H. (2002) Journal of Organic Chemistry, 67, 6623-31.
44. Reynhardt, J.P.K. and Alper, H. (2003) Journal of Organic Chemistry, 68, 8353-60.
45. Zweni, P.P. and Alper, H. (2004) Advanced Synthesis Catalysis, 346, 849-54.
46. Smith, G., Chen, R. and Mapolie, S. (2003) Journal of Organometallic Chemistry, 673, 111-15.
47. Smith, G.S. and Mapolie, S.F. (2004) Journal of Molecular Catalysis A-Chemical, 213, 187-92.
48. Meder, M., Galka, C.H. and Gade, L.H. (2005) Monatshefte Fur Chemie, 136, 1693-706.
49. Siggelkow, B.A. and Gade, L.H. (2005) Zeitschrift Fur Anorganische Und Allgemeine Chemie, 631, 2575-84.
50. Huang, C.C., Lin, Y.C., Lin, P.Y. and Chen, Y.J. (2006) European Journal of Organic Chemistry, 4510-18.
51. Hoare, J.L., Lorenz, K., Hovestad, N.J., et al. (1997) Organometallics, 16, 4167-73.
52. Hovestad, N.J., Hoare, J.L., Jastrzebski, J.T.B.H., et al. (1999) Organometallics, 18, 2970-80.
53. Astruc, D., Lu, F. and Aranzaes, J.R. (2005) Angewandte Chemie-International Edition, 44, 7852-72.
54. Scott, R.W.J., Wilson, O.M. and Crooks, R.M. (2005) The Journal of Physical Chemistry B, 109, 692-704.
55. Jansen, J.F.G.A., De Brabander-van den Berg, E.M.M. and Meijer, E.W. (1994) Science, 266, 1226-9.
56. Niu, Y.H., Yeung, L.K. and Crooks, R.M. (2001) Journal of the American Chemical Society, 123, 6840-6.
57. Ooe, M., Mizugaki, T., Ebitani, K. and Kaneda, K. (2002) Abstracts of Papers of the American Chemical Society, 223, U416-17.
58. Chung, Y.M. and Rhee, H.K. (2003) Catalysis Letters, 85, 159-64.
59. Chandler, B.D. and Gilbertson, J.D. (2006) Topics in Organometallic Chemistry, 20 (Dendrimer Catal), 97-120.
60. Yeung, L.K. and Crooks, R.M. (2001) Nano Letters, 1, 14-17.
61. Yeung, L.K., Lee, C.T., Johnston, K.P. and Crooks, R.M. (2001) Chemical Communications, 2290-1.
62. Liu, G.X. and Puddephatt, R.J. (1996) Organometallics, 15, 5257-9.
63. Chessa, G., Canovese, L., Gemelli, L., Visentin, F. and Seraglia, R. (2001) Tetrahedron, 57, 8875-82.
64. Angurell, I., Rossell, O., Seco, M. and Ruiz, E. (2005) Organometallics, 24, 6365-73.
65. Vinogradov, S.A., Lo, L.W. and Wilson, D.F. (1999) Chemistry-A European Journal, 5, 1338-47.
66. Rozhkov, V., Wilson, D. and Vinogradov, S. (2002) Macromolecules, 35, 1991-3.
67. Albrecht, M. and van Koten, G. (2001) Angewandte Chemie-International Edition, 30, 3750-81.
68. Moulton, C.J. and Shaw, B.L. (1976) Journal of the Chemical Society-Dalton Transactions, 11, 1020-4.
69. van Koten, G., Timmer, K., Noltes, J.G. and Spek, A.L. (1978) Journal of the Chemical Society D-Chemical Communications, 6, 250-2.
70. van Koten, G., Jastrzebski, J.T.B.H., Noltes, J.G., et al. (1978) Journal of Organometallic Chemistry, 148, 233-45.
71. Creaserm, C.S. and Kaska, W.C. (1978) Inorganica Chimica Acta, 30, L325-6.
72. Dijkstra, H.P., Ronde, N., van Klink, G.P.M., et al. (2003) Advanced Synthesis Catalysis, 345, 364-9.
73. Beletskaya, I.P., Chuchurjukin, A.V., Dijkstra, H.P., et al. (2000) Tetrahedron Letters, 41, 1081-5.
74. Huck, W.T.S., van Veggel, F.C.J.M., Kropman, B.L., Blank, et al. (1995) Journal of the American Chemical Society, 117, 8293-4.
75. Dijkstra, H.P., Steenwinkel, P., Grove, D.M., et al. (1999) Angewandte Chemie-International Edition, 38, 2185-8.
76. Huck, W.T.S., Snellink-Ruel, B., van Veggel, F.C.J.M. and Reinhoudt, D.N. (1997) Organometallics, 16, 4287-91.
77. Beletskaya, I.P., Chuchuryukin, A.V., van Koten, G., et al. (2003) Russian Journal of Organic Chemistry, 39, 1268-81.
78. Chanthateyanonth, R. and Alper, H. (2004) Advanced Synthesis Catalysis, 346, 1375-84.
79. Dijkstra, H.P., Meijer, M.D., Patel, J., et al. (2001) Organometallics, 20, 3159-68.
80. Rodríguez, G., Lutz, M., Spek, A.L. and van Koten, G. (2002) Chemistry-A European Journal, 8, 45-57.
81. van de Coevering, R., Kuil, M., Alfers, A.P., et al. (2005) Organometallics, 24, 6147-58.
82. Dijkstra, H.P., Chuchuryukin, A., Suijkerbuijk, B.M.J.M., et al. (2002) Advanced Synthesis Catalysis, 344, 771-80.
83. Dijkstra, H.P., Kruithof, C.A., Ronde, N., et al. (2003) Journal of Organic Chemistry, 68, 675-85.
84. Suijkerbuijk, B.M.J.M., Lutz, M., Spek, A.L., et al. (2004) Organic Letters, 6, 3023-6.
85. Suijkerbuijk, B.M.J.M., Herreras Martínez, S.D., Van Koten, G. and Klein Gebbink, R.J.M. (2008) Organometallics 27, 534-42.
86. van de Coevering, R., Kuil, M., Klein Gebbink, R.J.M. and van Koten, G. (2002) Chemical Communications, 15, 1636-7.
87. van de Coevering, R., Alfers, A.P., Meeldijk, J.D., et al. (2006) Journal of the American Chemical Society, 128, 12700-13.
88. Kleij, A.W., van de Coevering, R., Klein Gebbink, R.J.M., et al. (2001) Chemistry-A European Journal, 7, 181-92.
89. Ribaudo, F., van Leeuwen, P.W.N.M. and Reek, J.N.H. (2006) Topics in Organometallic Chemistry, 20 (Dendrimer Catal), 39-59.
90. van de Coevering, R., Klein Gebbink, R.J.M. and van Koten, G. (2005) Progress in Polymer Science, 30, 474-90.
91. van Manen, H.J., Nakashima, K., Shinkai, S., et al. (2000) European Journal of Inorganic Chemistry, 2533-40.
92. Huck, W.T.S., van Veggel, F.C.J.M. and Reinhoudt, D.N. (1996) Angewandte Chemie-International Edition, 35, 1213-15.
93. Huck, W.T.S., Prins, L.J., Fokkens, R.H., et al. (1998) Journal of the American Chemical Society, 120, 6240-6.
94. van Manen, H.J., Fokkens, R.H., Nibbering, N.M.M., et al. (2001) Journal of Organic Chemistry, 66, 4643-50.
95. Huck, W.T.S., Rohrer, A., Anilkumar, A.T., et al. (1998) New Journal of Chemistry, 22, 165-8.
96. Huisman, B.H., H., S., Huck, W.T.S., et al. (1999) Angewandte Chemie-International Edition, 38, 2248-51.
97. van Manen, H.J., Auletto, T., Dordi, B., et al. (2002) Advance Functional Materials, 12, 811-18.
98. Friggeri, A., van Manen, H.J., Auletta, T., et al. (2001) Journal of the American Chemical Society, 123, 6388-95.
99. Huck, W.T.S., Hulst, R., Timmerman, P., et al. (1997) Angewandte Chemie-International Edition, 36, 1006-8.
100. van Manen, H.J., Fokkens, R.H., van Veggel, F.C.J.M. and Reinhoudt, D.N. European Journal of Organic Chemistry, (2002), 18.
101. van Manen, H.J., van Veggel, F.C.J.M. and Reinhoudt, D.N. (2001) Topics in Current Chemistry: Dendrimers IV, 217, 121-62.
102. Kleij, A.W., Klein Gebbink, R.J.M., Nieuwenhuijzen, P.A.J., et al. (2001) Organometallics, 20, 634-47.
103. Albert, J., Cadena, J.M. and Granell, J. (1997) Tetrahedron Asymmetry, 8, 991-4.
104. Slagt, M.Q., Jastrzebski, J.T.B.H., Klein Gebbink, R.J.M., et al. European Journal of Organic Chemistry, (2003), 1692-703.
105. Bergbreiter, D.E., Osburn, P.L., Wilson, A. and Sink, E.M. (2000) Journal of the American Chemical Society, 122, 9058-64.
106. Bergbreiter, D.E., Osburn, P.L. and Frels, J.D. (2001) Journal of the American Chemical Society, 123, 11105-6.
107. Bergbreiter, D.E., Sung, S.D., Li, J., et al. (2004) Organic Process Research and Development, 8, 461-8.
108. Pollino, J.M. and Weck, M. (2002) Organic Letters, 4, 753-6.
109. Pollino, J.M. and Weck, M. (2002) Synthesis, 9, 1277-85.
110. Pollino, J.M., Nair, K.P., Stubbs, L.P., et al. (2004) Tetrahedron, 60, 7205-15.
111. Bergbreiter, D.E., Osburn, P.L. and Frels, J.D. (2005) Advanced Synthesis Catalysis, 347, 172-84.
112. Yu, K.Q., Sommer, W., Richardson, J.M., et al. (2005) Advanced Synthesis Catalysis, 347, 161-71.
113. Sommer, W.J., Yu, K.Q., Sears, J.S., et al. (2005) Organometallics, 24, 4351-61.
114. Yu, K.Q., Sommer, W., Weck, M. and Jones, C.W. (2004) Journal of Catalysis, 226, 101-10.
115. Gerhardt, W.W., Zucchero, A.J., Wilson, J.N., et al. (2006) Chemical Communications, 2141-3.
116. South, C.R., Higley, M.N., Leung, K.C.F., et al. (2006) Chemistry-A European Journal, 12, 3789-97.
117. Suijkerbuijk, B.M.J.M., Shu, L., Gebbink, K., et al. (2003) Organometallics, 22, 4175-7.
118. Schlenk, C., Kleij, A.W., Frey, H. and van Koten, G. (2000) Angewandte Chemie-International Edition, 39, 3736.
119. Hajji, C. and Haag, R. (2006) Topics in Organometallic Chemistry, 20 (Dendrimer Catal), 149-76.
120. Dahan, A., Weissberg, A. and Portnoy, M. (2003) Chemical Communications, 1206-7.