Comparative study of lactide polymerization by zinc alkoxide complexes with a β-diketiminato ligand bearing different substituents

Journal of Molecular Catalysis A: Chemical

Volumn 339, Issue 1-2, 2011, Pages 61-71

  Chen, Hsuan Ying ^a   Peng, Ya Liu ^b   Huang, Tai Hsiung ^b   Sutar, Alekha Kumar ^b   Miller, Stephen A ^c   Lin, Chu Chieh ^b  

^a KAOHSIUNG MEDICAL UNIVERSITY   (Taiwan)

^b NATIONAL CHUNG HSING UNIVERSITY   (Taiwan)

^c University of Florida ^*  (United States)

Author keywords

Diketiminate; Biodegradable biopolymers; Lactide; Ring opening polymerization; Zinc

Indexed keywords

ALKOXIDE COMPLEXES; ALKYL GROUPS; ARYL SUBSTITUENTS; BENZYL ALCOHOL; BIODEGRADABLE BIOPOLYMERS; COMPARATIVE STUDIES; DIETHYL ZINC; DIKETIMINATES; DINUCLEAR; LACTIDE; LACTIDE POLYMERIZATION; LACTIDES; LINEAR RELATIONSHIPS; NITRO GROUP; NUMBER-AVERAGE; RATE OF POLYMERIZATION; SINGLE CRYSTAL X-RAY DIFFRACTION; TETRAHEDRAL GEOMETRY; ZINC ATOMS; ZINC COMPLEX;

BIODEGRADABLE POLYMERS; BIOMOLECULES; BIOPOLYMERS; COORDINATION REACTIONS; POLYMERS; SINGLE CRYSTALS; SUBSTITUTION REACTIONS; X RAY DIFFRACTION; ZINC;

RING OPENING POLYMERIZATION;

EID: 79954592629     PISSN: 13811169     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molcata.2011.02.013     Document Type: Article

References (99)

1. O. Dechy-Cabaret, B. Martin-Vaca, and D. Bourissou Chem. Rev. 104 2004 6147 6176
2. C.K. William, and M.A. Hillmyer Polym. Rev. 48 2008 1 10
3. N.E. Kamber, W. Jeong, and R.M. Waymouth Chem. Rev. 107 2007 5813 5840
4. A.P. Gupta, and V. Kumar Eur. Polym. J. 43 2007 4053 4074
5. C.K. William Chem. Soc. Rev. 36 2007 1573 1580
6. E.T.H. Vink, K.R. Rábago, D.A. Glassner, and P.R. Gruber Polym. Degrad. Stab. 80 2003 403 419
7. M. Skotak, A.P. Leonov, G. Larsen, S. Noriega, and A. Subramanian Biomacromolecules 9 2008 1902 1908
8. C.-S. Ha, and J.A. Gardella Chem. Rev. 105 2005 4205 4232
9. W.-J. Ma, X.-B. Yuan, C.-S. Kang, T. Su, X.-Y. Yuan, P.-Y. Pu, and J. Sheng Carbohydr. Polym. 72 2008 75 81
10. R.E. Drumright, P.R. Gruber, and D.E. Henton Adv. Mater. 12 2000 1841 1846
11. J. Börner, U. Flörke, K. Huber, A. Döring, D. Kuckling, and S. Herres-Pawlis Chem. Eur. J. 15 2009 2362 2376
12. M. Cheng, A.B. Attygalle, E.B. Lobkovsky, and G.W. Coates J. Am. Chem. Soc. 121 1999 11583 11584
13. B.M. Chamberlain, M. Cheng, D.R. Moore, T.M. Ovitt, E.B. Lobkovsky, and G.W. Coates J. Am. Chem. Soc. 123 2001 3229 3238
14. H.-Y. Chen, B.-H. Huang, and C.-C. Lin Macromolecules 38 2005 5400 5405
15. E. Grunova, T. Roisnel, and J.-F. Carpentier Dalton Trans. 2009 9010 9019
16. M.D. Jones, M.G. Davidson, C.G. Keir, L.M. Hughes, M.F. Mahon, and D.C. Apperley Eur. J. Inorg. Chem. 2009 635 642
17. C.A. Wheaton, B.J. Ireland, and P.G. Hayes Organometallics 28 2009 1282 1285
18. M.P. Coles, and P.B. Hitchcock Eur. J. Inorg. Chem. 2004 2662
19. C.M. Silvernail, L.J. Yao, L.M.R. Hill, M.A. Hillmyer, and W.B. Tolman Inorg. Chem. 46 2007 6565 6574
20. S.D. Allen, D.R. Moore, E.B. Lobkovsky, and G.W. Coates J. Organomet. Chem. 683 2003 137 148
21. Y. Huang, W.-C. Hung, M.-Y. Liao, T.-E. Tsai, Y.-L. Peng, and C.-C. Lin J. Polym. Sci. A 47 2009 2318 2329
22. H.-Y. Chen, H.-Y. Tang, and C.-C. Lin Macromolecules 39 2006 3745 3752
23. W.-C. Hung, Y. Lin, and C.-C. Huang J. Polym. Sci. A 46 2008 6466 6476
24. N. Iwasa, S. Katao, J. Liu, M. Fujiki, Y. Furukawa, and K. Nomura Organometallics 28 2009 2179 2187
25. N. Nomura, J. Hasegawa, and R. Ishii Macromolecules 42 2009 4907 4909
26. D. Pappalardo, L. Annunziata, and C. Pellecchia Macromolecules 42 2009 6056 6062
27. A. Alaaeddine, C.M. Thomas, T. Roisnel, and J.-F. Carpentier Organometallics 28 2009 1469 1475
28. H. Du, A.H. Velders, P.J. Dijkstra, Z. Zhong, X. Chen, and J. Feijen Macromolecules 42 2009 1058 1066
29. Z. Zhong, P.J. Dijkstra, and J. Feijen J. Am. Chem. Soc. 125 2003 11291 11298
30. C.P. Radano, G.L. Baker, and M.R. Smith J. Am. Chem. Soc. 122 2000 1552 1553
31. N. Nomura, R. Ishii, M. Akakura, and K. Aoi J. Am. Chem. Soc. 124 2002 5938 5939
32. K. Majerska, and A. Duda J. Am. Chem. Soc. 126 2004 1026 1027
33. D. Chakraborty, and E.Y.-X. Chen Organometallics 21 2002 1438 1442
34. H. Li, C. Wang, F. Bai, J. Yue, and H.-G. Woo Organometallics 23 2004 1411 1415
35. S. Doherty, R.J. Errington, N. Housley, and W. Clegg Organometallics 23 2004 2382 2388
36. B. Lian, H. Ma, T.P. Spaniol, and J. Okuda Dalton Trans. 2009 9033 9042
37. B.-T. Ko, and C.-C. Lin J. Am. Chem. Soc. 123 2001 7973 7977
38. M.H. Chisholm, C.-C. Lin, J.C. Galluccia, and B.-T. Ko Dalton Trans. 2003 406 412
39. R.-M. Ho, Y.-W. Chiang, C.-C. Tsai, C.-C. Lin, B.-T. Ko, and B.-H. Huang J. Am. Chem. Soc. 126 2004 2704 2705
40. C.-A. Huang, C.-L. Ho, and C.-T. Chen Dalton Trans. 2008 3502 3510
41. H.R. Kricheldorf, M. Berl, and N. Scharnagl Macromolecules 21 1988 286
42. M.H. Chisholm, N.W. Eilerts, J.C. Huffman, S.S. Iyer, M. Pacold, and K. Phomphrai J. Am. Chem. Soc. 123 2000 11845 11854
43. M.H. Chisholm, J. Gallucci, and K. Phomphrai Inorg. Chem. 41 2002 2785 2794
44. M.H. Chisholm, and K. Phomphrai Inorg. Chim. Acta 350 2003 121 125
45. M.-L. Shueh, Y.-S. Wang, B.-H. Huang, C.-Y. Kuo, and C.-C. Lin Macromolecules 37 2004 5155 5162
46. H.-Y. Tang, H.-Y. Chen, J.-H. Huang, and C.-C. Lin Macromolecules 40 2007 8855 8860
47. W.-C. Hung, and C.-C. Lin Inorg. Chem. 48 2009 728 734
48. M.-Y. Shen, Y.-L. Peng, W.-C. Hung, and C.C. Lin Dalton Trans. 2009 9906 9913
49. B.J. O'Keefe, L.E. Breyfogle, M.A. Hillmyer, and W.B. Tolman J. Am. Chem. Soc. 124 2002 4384 4393
50. B.J. O'Keefe, S.M. Monnier, M.A. Hillmyer, and W.B. Tolman J. Am. Chem. Soc. 123 2001 339 340
51. M. Stolt, K. Krasowska, M. Rutkowska, H. Janik, A. Rosling, and A. Södergard Polym. Int. 54 2005 362 368
52. J.L. Gorczynski, J. Chen, and C.L. Fraser J. Am. Chem. Soc. 127 2005 14956 14957
53. N. Nimitsiriwat, E.L. Marshall, V.C. Gibson, M.R.J. Elsegood, and S.H. Dale J. Am. Chem. Soc. 126 2004 13598 13599
54. A.P. Dove, V.C. Gibson, E.L. Marshall, H.S. Rzepa, A.J.P. White, and D.J. Williams J. Am. Chem. Soc. 128 2006 9834 9843
55. K.B. Aubrecht, M.A. Hillmyer, and W.B. Tolman Macromolecules 35 2002 644 650
56. N. Nimitsiriwat, V.C. Gibson, E.L. Marshall, and M.R.J. Elsegood Inorg. Chem. 47 2008 5417 5424
57. N. Nimitsiriwat, V.C. Gibson, E.L. Marshall, and M.R.J. Elsegood Dalton Trans. 2009 3710 3715
58. N. Nimitsiriwat, V.C. Gibson, E.L. Marshall, A.J.P. White, S.H. Dale, and M.R.J. Elsegood Dalton Trans. 2007 4464 4471
59. C.K.A. Gregson, V.C. Gibson, N.J. Long, E.L. Marshall, P.J. Oxford, and A.J.P. White J. Am. Chem. Soc. 128 2006 7410 7411
60. R.C.J. Atkinson, K. Gerry, V.C. Gibson, N.J. Long, E.L. Marshall, and L.J. West Organometallics 26 2007 316 320
61. J. Lee, Y. Kim, and Y. Do Inorg. Chem. 46 2007 7701 7703
62. A.L. Zelikoff, J. Kopilov, I. Goldberg, G.W. Coates, and M. Kol Chem. Commun. 2009 6804 6806
63. A.D. Schwarz, A.L. Thompson, and P. Mountford Inorg. Chem. 48 2009 10442 10454
64. E.L. Whitelaw, M.D. Jones, and M.F. Mahon Inorg. Chem. 49 2010 7176 7181
65. R.R. Gowda, D. Chakraborty, and V. Ramkumar Eur. J. Inorg. Chem. 2009 2981 2993
66. H.-Y. Chen, M.-Y. Liu, A.K. Sutar, and C.-C. Lin Inorg. Chem. 49 2010 665 674
67. A.P. Dove, V.C. Gibson, E.L. Marshall, J.P. White, and D.J. Williams Dalton Trans. 2004 570 578
68. M.H. Chisholm, J.C. Gallucci, and K. Phomphrai Inorg. Chem. 43 2004 6717 6725
69. L. Bourget-Merle, M.F. Lappert, and J.R. Severn Chem. Rev. 102 2002 3031 3066
70. A.P. Dove, V.C. Gibson, P. Hormnirun, E.L. Marshall, J.A. Segal, A.J.P. White, and D.J. Williams Dalton Trans. 2003 3088 3097
71. D.T. Carey, E.K. Cope-Eatough, E. Vilaplana-Mafé, F.S. Mair, R.G. Pritchard, J.E. Warren, and R.J. Woods Dalton Trans. 2003 1083 1093
72. B. Qian, D.L. Ward, and M.R. Smith Organometallics 17 1998 3070 3076
73. B. Qian, W.J. Scanlon, and M.R. Smith Organometallics 18 1999 1693 1698
74. R. Vollmerhaus, M. Rahim, R. Tomaszewski, S. Xin, N.J. Taylor, and S. Collins Organometallics 19 2000 2161 2169
75. P.J. Bailey, R.A. Coxall, C.M. Dick, S. Fabre, and S. Parsons Organometallics 20 2001 798 801
76. J.M. Smith, R.J. Lachicotte, and P.L. Holland Organometallics 21 2002 4808 4814
77. Y. Yao, Y. Zhang, S. Qi, and K. Yu Organometallics 21 2002 819 824
78. Y. Yao, Y. Zhang, Z. Zhang, S. Qi, and K. Yu Organometallics 22 2003 2876 2882
79. I. Saur, K. Miqueu, G. Rima, J. Barrau, V. Lemierre, A. Chrostowska, J.-M. Sotiropoulos, and G. Pfister-Guillouzo Organometallics 22 2003 3143 3149
80. J. Chai, H. Zhu, H.W. Roesky, C. He, H.-G. Schmidt, and M. Noltemeyer Organometallics 23 2004 3284 3289
81. H.M. El-Kaderi, A. Xia, M.J. Heeg, and C.H. Winter Organometallics 23 2004 3488 3495
82. V.C. Gibson, C. Newton, C. Redshaw, G.A. Solan, A.J.P. White, and D.J. Williams Eur. J. Inorg. Chem. 2001 1895 1903
83. J. Chai, H. Zhu, K. Most, H.W. Roesky, D. Vidovic, H.-G. Schmidt, and M. Noltemeyer Eur. J. Inorg. Chem. 2003 4332 4337
84. M. Cheng, D.R. Moore, J.J. Reczek, B.M. Chamberlain, E.B. Lobkovsky, and G.W. Coates J. Am. Chem. Soc. 123 2001 8738 8749
85. V.C. Gibson, J.A. Segal, A.J.P. White, and D.J. Williams J. Am. Chem. Soc. 122 2000 7120 7121
86. D.J.E. Spencer, N.W. Aboelella, A.M. Reynolds, P.L. Holland, and W.B. Tolman J. Am. Chem. Soc. 124 2002 2108 2109
87. O. Eisenstein, P.B. Hitchcock, A.V. Khvostov, M.F. Lappert, L. Maron, L. Perrin, and A.V. Protchenko J. Am. Chem. Soc. 125 2003 10790 10791
88. X. Dai, P. Kapoor, and T.H. Warren J. Am. Chem. Soc. 126 2004 4798 4799
89. M.S. Hill, P.B. Hitchcock, and R. Pongtavornpinyo Inorg. Chem. 46 2007 3783 3788
90. H.M. Budzelaar, A.B. Oort, and A.G. Orpen Eur. J. Inorg. Chem. 1998 1485 1494
91. Y. Yao, M. Xue, Y. Luo, Z. Zhang, R. Jiao, Y. Zhang, Q. Shen, W. Wong, K. Yu, and J. Sun J. Organomet. Chem. 678 2003 108 116
92. K.H. Park, and W.J. Marshall J. Org. Chem. 70 2005 2075 2081
93. H. Hamaki, N. Takeda, T. Yamasaki, T. Sasamori, and N. Tokitoh J. Organomet. Chem. 692 2007 44 54
94. J.L. Ski, Z. Ochal, E. Bojarski, E. Tratkiewicz, I. Justyniak, and J. Lipkowski Angew. Chem. Int. Ed. 42 2003 4643 4646
95. L.P. Hammett J. Am. Chem. Soc. 59 1937 96 103
96. M. Endo, T. Aida, and S. Inoue Macromolecules 20 1987 2982 2988
97. A. Duda, Z. Florjanczyk, A. Hofman, S. Slomkowski, and S. Penczek Macromolecules 23 1990 1640 1646
98. A. Kowalski, A. Duda, and S. Penczek Macromol. Rapid Commun. 19 1998 567 572
99. Z. Gan, T.F. Jim, M. Jim, Z. Yuer, S. Wang, and C. Wu Macromolecules 32 1999 1218 1225