Polymerization of hydroxyacetylenes by ruthenium alkylidene complexes

Journal of Organometallic Chemistry

Volumn 694, Issue 9-10, 2009, Pages 1427-1434

  Czeluśniak, Izabela ^a   Handzlik, Jarosław ^b  

^a UNIVERSITY OF WROC AW   (Poland)

^b CRACOW UNIVERSITY OF TECHNOLOGY   (Poland)

Author keywords

DFT calculations; Hoveyda Grubbs catalyst; Hydroxyacetylene; Modified 2nd generation Grubbs catalyst; Polymerization

Indexed keywords

ACETYLENE; CATALYSIS; CATALYSTS; FUNCTIONAL GROUPS; LIGHTING; MONOMERS; NUCLEAR MAGNETIC RESONANCE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OXYGEN; POLYMERIZATION; POLYMERS; PROBABILITY DENSITY FUNCTION; RUTHENIUM; RUTHENIUM COMPOUNDS; SULFUR COMPOUNDS;

3-BUTYN-1-OL; ALKYLIDENE; CATALYTIC ACTIVITIES; CONVENTIONAL CATALYSTS; DFT CALCULATIONS; GEOMETRIC STRUCTURES; H NMR SPECTROSCOPIES; HOVEYDA-GRUBBS CATALYST; HYDROXYACETYLENE; HYDROXYL GROUPS; IR AND UV-VIS SPECTROSCOPIES; MAIN CHAINS; MODIFIED 2ND GENERATION GRUBBS CATALYST; POLAR FUNCTIONAL GROUPS; RATE OF POLYMERIZATIONS; RELATIVE ENERGIES; RUTHENIUM ALKYLIDENE; RUTHENIUM COMPLEXES; RUTHENIUM INITIATORS; STERIC BULKS;

FUNCTIONAL POLYMERS;

EID: 62849127554     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jorganchem.2008.12.037     Document Type: Article

References (68)

1. Chien J.C.W. Polyacetylene (1984), Academic Press, New York
2. Le Monge J., Hiberer A., and Strazielle C. Macromolecules 25 (1992) 6705-6710
3. Tsuchihara K., Masuda T., and Higashimura T. J. Am. Chem. Soc. 113 (1991) 8548-8549
4. Masuda T. J. Polym. Sci. A: Polym. Chem. 45 (2007) 165-180
5. Andelman D., and Joanny J.F. Macromolecules 24 (1991) 6040-6042
6. Nagase Y., Sugimoto K., Takamura Y., and Matsui K. J. Appl. Polym. Sci. 43 (1991) 1227-1232
7. Tang B.-Z., Masuda T., Higashimura T., and Yamaoka H. J. Polym. Sci. Polym. Chem. Ed. 27 (1989) 1197-1209
8. Shida Y., Sakaguchi T., Shiotsuki M., Wagener K.B., and Masuda T. Polymer 46 (2005) 1-4
9. Voronkow M.G., Pukhnarevich V.B., Sushchinskaya S.P., Annenkowa V.Z., Annenkowa W.M., and Andreeva N.J. J. Polym. Sci. Polym. Chem. Ed. 18 (1980) 53-57
10. T. Masuda, F. Sanda, in: R.H. Grubbs (Ed.), Handbook of Methatesis, vol. 3, Wiley, Weinheim, 2003, pp. 375-406.
11. Gal Y.-S., and Jung B. J. Macromol. Sci. Pure Appl. Chem. A 31 (1994) 1177-1191
12. Gal Y.-S. J. Macromol. Sci. Pure Appl. Chem. A 32 (1995) 61-72
13. Koltzenburg S., Eder E., Stelzer F., and Nuyken O. Macromolecules 32 (1999) 21-26
14. Mitsuyama M., Ishii R., and Kondo K. J. Polym. Sci. Polym. Chem. 38 (2000) 3419-3427
15. Yamaguchi I., Osakada K., and Yamamoto T. Inorg. Chim. Acta 220 (1994) 35-40
16. Saeed J., Shiotsuki M., and Masuda T. J. Mol. Catal. A: Chem. 254 (2006) 124-130
17. Ivin K.J., and Mol J.C. Olefin Metathesis and Metathesis Polymerisation (1997), Academic Press, London
18. Trnka T.M., and Grubbs R.H. Acc. Chem. Res. 34 (2001) 18-29
19. Halbach T.S., Krause J.O., Nuyken O., and Buchmeiser M.R. Macromol. Rapid Commun. 26 (2005) 784-790
20. Krause J.O., Nuyken O., and Buchmeiser M.R. Chem. Eur. J. 10 (2004) 2029-2035
21. Krause J.O., Zarka M.T., Anders U., Weberskirch R., Nuyken O., and Buchmeiser M.R. Angew. Chem., Int. Ed. 42 (2003) 5965-5969
22. Vygodskii Y.S., Shaplov A.S., Lozinskaya E.I., Vlasov P.S., Malyshkina I.A., Gavrilova N.D., Kumar P.S., and Buchmeiser M.R. Macromolecules 41 (2008) 1919-1928
23. Trnka T.M., Day M.W., and Grubbs R.H. Organometallics 20 (2001) 3845-3847
24. Schuehler D.E., Williams J.E., and Sponsler M.B. Macromolecules 37 (2004) 6255-6257
25. Katsumata T., Shiotsuki M., Kuroki S., Ando I., and Masuda T. Polym. J. 37 (2005) 608-616
26. Katsumata T., Shiotsuki M., and Masuda T. Macromol. Chem. Phys. 207 (2006) 1244-1252
27. Diver S.T., Kulkarni A.A., Klark D.A., and Peppers B.P. J. Am. Chem. Soc. 129 (2007) 5832-5833
28. Demel S., Schoefberger W., Slugovc C., and Stelzer F. J. Mol. Catal. A: Chem. 200 (2003) 11-19
29. Slugovc C., Demel S., Riegler S., Hobish J., and Stelzer F. Macromol. Rapid Commun. 25 (2004) 475-480
30. Haigh D.A., Kenwright A.M., and Khosravi E. Macromolecules 38 (2005) 7571-7579
31. Czelusniak I., Heywood J.D., Kenwright A.M., and Khosravi E. J. Mol. Catal. A: Chem. 280 (2008) 29-34
32. Haigh D.A., Kenwright A.M., and Khosravi E. Tetrahedron 60 (2004) 7217-7224
33. Conrad J.C., Amoroso D., Czechura P., Yap G.P.A., and Fogg D.E. Organometallics 22 (2003) 3634-3636
34. Coalter J.N., Bollinger J.C., Eisenstein O., and Calton C.G. New J. Chem. 24 (2000) 925-927
35. Choi T.-L., and Grubbs R.H. Angew. Chem., Int. Ed. 42 (2003) 1743-1746
36. Bielawski C.W., and Grubbs R.H. Macromolecules 34 (2001) 8838-8840
37. Dinger M.B., and Mol J.C. Eur. J. Inorg. Chem. 15 (2003) 2827-2833
38. Dinger M.B., and Mol J.C. Organometallics 22 (2003) 1089-1095
39. Pruhs S., Lehmann C.W., and Furstner A. Organometallics 23 (2004) 280-287
40. Naumov S., and Buchmeiser M.R. J. Phys. Org. Chem. 21 (2008) 963-970
41. Adlhart C., and Chen P. J. Am. Chem. Soc. 126 (2004) 3496-3510
42. Huang D., Bollinger J.C., Streib W.E., Folting K., Young Jr. V., Eisenstein O., and Caulton K.G. Organometallics 19 (2000) 2281-2290
43. Baratta W., Del Zotto A., Esposito G., Sechi A., Toniutti M., Zangrando E., and Rigo P. Organometallics 23 (2004) 6264-6272
44. Major Q., Lough A.J., and Gusev D.G. Organometallics 24 (2005) 2492-2501
45. Burling S., Kociok-Köhn G., Mahon M.F., Whittlesey M.K., and Williams J.M.J. Organometallics 24 (2005) 5868-5878
46. Faller J.W., and Fontaine P.P. Organometallics 26 (2007) 1738-1743
47. Baratta W., Mealli C., Herdtweck E., Ienco A., Mason S.A., and Rigo P. J. Am. Chem. Soc. 126 (2004) 5549-5562
48. van der Boom M.E., Iron M.A., Atasoylu O., Shimon L.J.W., Rozenberg H., Ben-David Y., Konstantinovski L., Martin J.M.L., and Milstein D. Inorg. Chim. Acta 357 (2004) 1854-1864
49. Mathew J., Koga N., and Suresh C.H. Organometallics 27 (2008) 4666-4670
50. Szymanska-Buzar T., and Głowiak T. J. Organomet. Chem. 575 (1999) 98-107
51. Szymanska-Buzar T., and Czelusniak I. J. Mol. Catal. A: Chem. 160 (2000) 133-144
52. Simionescu C.I., Percec V., and Dumitrescu S. J. Polym. Sci. Polym. Chem. Ed. 15 (1977) 2497-2509
53. Simionescu C., and Percec V. J. Polym. Sci. Polym. Chem. Ed. 18 (1980) 147-155
54. Zhang Y., Wang D., Wurst K., and Buchmeiser M.R. J. Organomet. Chem. 690 (2005) 5728-5735
55. Love J.A., Morgan J.P., Trnka T.M., and Grubbs R.H. Angew. Chem., Int. Ed. 41 (2002) 4035-4037
56. Becke A.D. Phys. Rev. A 38 (1988) 3098-3100
57. Perdew J.P. Phys. Rev. B 33 (1986) 8822-8824
58. Cavallo L. J. Am. Chem. Soc. 124 (2002) 8965-8973
59. Weskamp T., Kohl F.J., Hieringer W., Gleich D., and Herrmann W.A. Angew. Chem., Int. Ed. 38 (1999) 2416-2419
60. Costabile C., and Cavallo L. J. Am. Chem. Soc. 126 (2004) 9592-9600
61. Monteyne K., and Ziegler T. Organometallics 17 (1998) 5901
62. Cases M., Frenking G., Duran M., and Solà M. Organometallics 21 (2002) 4182
63. Haras A., Michalak A., Rieger B., and Ziegler T. J. Am. Chem. Soc. 127 (2005) 8765-8774
64. Weigend F., and Ahlrichs R. Phys. Chem. Chem. Phys. 7 (2005) 3297-3305
65. Andrae D., Haeussermann U., Dolg M., Stoll H., and Preuss H. Theor. Chim. Acta 77 (1990) 123-141
66. Peng C., Ayala P.Y., Schlegel H.B., and Frisch M.J. J. Comput. Chem. 17 (1996) 49-56
67. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, J.A. Montgomery, Jr., T. Vreven, K.N. Kudin, J.C. Burant, J.M. Millam, S.S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G.A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J.E. Knox, H.P. Hratchian, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, P.Y. Ayala, K. Morokuma, G.A. Voth, P. Salvador, J.J. Dannenberg, V.G. Zakrzewski, S. Dapprich, A. D. Daniels, M.C. Strain, O. Farkas, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J.V. Ortiz, Q. Cui, A.G. Baboul, S. Clifford, J. Cioslowski, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R.L. Martin, D.J. Fox, T. Keith, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, M. Challacombe, P.M.W. Gill, B. Johnson, W. Chen, M.W. Wong, C. Gonzalez, J.A. Pople, gaussian 03, Revision E.01, Gaussian, Inc., Wallingford, CT, 2004.
68. Materials Studio v.4.2, Accelrys Software Inc.; Polish Country Wide License.