Synthesis of polyamides from diols and diamines with liberation of H 2

Journal of Polymer Science, Part A: Polymer Chemistry

Volumn 50, Issue 9, 2012, Pages 1755-1765

  Gnanaprakasam, Boopathy ^a   Balaraman, Ekambaram ^a   Gunanathan, Chidambaram ^a   Milstein, David ^a  

^a WEIZMANN INSTITUTE OF SCIENCE   (Israel)

Author keywords

alcohol dehydrogenation; amidation; catalysis; catalysts; dihydrogen; homogeneous catalysis; pincer; pincer complex; polyamides; ruthenium complex

Indexed keywords

ALCOHOL DEHYDROGENATION; AMIDATION; DIHYDROGEN; HOMOGENEOUS CATALYSIS; PINCER; PINCER COMPLEXES; RUTHENIUM COMPLEX;

AROMATIC COMPOUNDS; CARBOXYLIC ACIDS; CATALYSIS; CATALYSTS; DIMETHYLFORMAMIDE; ETHERS; GEL PERMEATION CHROMATOGRAPHY; POLYMERS; REACTION KINETICS; RUTHENIUM; RUTHENIUM COMPOUNDS; THERMOGRAVIMETRIC ANALYSIS;

POLYAMIDES;

EID: 84859135605     PISSN: 0887624X     EISSN: 10990518     Source Type: Journal    
DOI: 10.1002/pola.25943     Document Type: Article

References (40)

1. (a), Odian, G., Principles of Polymerization, 4th ed.; Wiley: Hoboken, NJ, 2004
2. (b), Garcia, J. M.; Garcia, F. C.; Serna, F.; de la Pena, J. L., Prog. Polym. Sci. 2010, 35, 623-686
3. (c), Langer, R.; Tirrell, D. A., Nature 2004, 428, 487-492
4. (d), Mintzer, M. A.; Simanek, E. E., Chem. Rev. 2009, 109, 259-302
5. (e), Place, E. S.; Evans, N. D.; Stevens, M. M., Nat. Mater. 2009, 8, 457-470.
6. Zaliz, C. L. R.; Varela, O., Tetrahedron: Asymmetry 2005, 16, 97-103.
7. (a), Ueda, M.; Kakuta, M.; Morosumi, T.; Sato, R., Polym. J. 1991, 23, 167-176
8. (b), Chan, W. C.; White, P. D., Fmoc Solid Phase Peptide Synthesis: A Practical Approach; Oxford University Press: New York, 2000.
9. (a), Zhang, J. H.; Kissounko, D. A.; Lee, S. E.; Gellman, S. H.; Stahl, S. S., J. Am. Chem. Soc. 2009, 131, 1589-1597
10. (b), Deming, T. J., Adv. Polym. Sci. 2006, 202, 1-18
11. (c), Ding, H.; Harris, F. W., Pure Appl. Chem. 1995, 87, 1997-2004.
12. Gunanathan, C.; Ben-David, Y.; Milstein, D., Science 2007, 317, 790-792.
13. (a), Nordstrøm, L. U.; Vogt, H.; Madsen, R., J. Am. Chem. Soc. 2008, 130, 17672-17673
14. (b), Zweifel, T.; Naubron, J. V.; Grutzmacher, H., Angew. Chem. Int. Ed. Engl. 2009, 48, 559-563
15. (c), Watson, A. J. A.; Maxwell, A. C.; Williams, J. M. J., Org. Lett. 2009, 11, 2667-2670
16. (d), Ghosh, S. C.; Muthaiah, S.; Zhang, Y.; Xu, X.; Hong, S. H., Adv. Synth. Catal. 2009, 351, 2643-2649
17. (e), Shimizu, K.; Ohshima, K.; Satsuma, A., Chem. Eur. J. 2009, 15, 9977-9980
18. (f), Zhang, Y.; Chen, C.; Ghosh, S. C.; Li, Y.; Hong, S. H., Organometallics 2010, 29, 1374-1378
19. (g), Muthaiah, S.; Ghosh, S. C.; Jee, J.-E.; Chen, C.; Zhang, J.; Hong, S. H., J. Org. Chem. 2010, 75, 3002-3006.
20. Balaraman, E.; Gnanaprakasam, B.; Shimon, L. J. W.; Milstein, D., J. Am. Chem. Soc. 2010, 132, 16756-16758.
21. (a), Zhang, J.; Leitus, G.; Ben-David, Y.; Milstein, D., J. Am. Chem. Soc. 2005, 127, 10840-1481
22. (b), Zhang, J.; Gandelman, M.; Shimon, L. J. W.; Milstein, D., Dalton Trans. 2007, 107-113
23. (c), Zhang, J.; Gandelman, M.; Shimon, L. J. W.; Milstein, D., Organometallics 2004, 23, 4026-4033
24. (d), Zhang, J.; Leitus, G.; Ben-David, Y.; Milstein, D., Angew. Chem. Int. Ed. Engl. 2006, 45, 1113-1115
25. (e), Milstein, D., Top. Catal. 2010, 53, 915-923
26. 9 (f), Gunanathan, C.; Milstein, D., Acc. Chem. Res. 2011, 44, 588-602.
27. Gnanaprakasam, B.; Zhang, J.; Milstein, D., Angew. Chem. Int. Ed. Engl. 2010, 49, 1468-1471.
28. (a), Ben Ari, E.; Leitus, G.; Shimon, L. J. W.; Milstein, D., J. Am. Chem. Soc. 2006, 128, 15390-15391
29. (b), Iron, M.; Ben-Ari, E.; Cohen, R.; Milstein, D., Dalton Trans. 2009, 9433-9439
30. (c), Khaskin, E.; Iron, M. A.; Shimon, L. J. W.; Zhang, J.; Milstein, D., J. Am. Chem. Soc. 2010, 132, 8542-8543
31. (d), Kohl, S. W.; Weiner, L.; Schwartsburd, L.; Konstantinovski, L.; Shimon, L. J. W.; Ben-David, Y.; Iron, M. A.; Milstein, D., Science 2009, 324, 74-77.
32. (a), Gunanathan, C.; Milstein, D., Angew. Chem. Int. Ed. Engl. 2008, 47, 8661-8664
33. (b), Gunanathan, C.; Shimon, L. J. W.; Milstein, D., J. Am. Chem. Soc. 2009, 131, 3146-3147
34. (c), Gunanathan, C.; Gnanaprakasam, B.; Iron, M. A.; Shimon, L. J. W.; Milstein, D., J. Am. Chem. Soc. 2010, 132, 14763-14765.
35. (a), Gnanaprakasam, B.; Milstein, D., J. Am. Chem. Soc. 2011, 133, 1682-1685
36. (b), Gnanaprakasam, B.; Ben-David, Y.; Milstein, D., Adv. Synth. Catal. 2010, 352, 3169-3173.
37. (a) Ketone hydrogenation:, Langer, R.; Leitus, G.; Ben-David, Y.; Milstein, D., Angew. Chem. Int. Ed. Engl. 2011, 50, 2120-2124
38. 2 hydrogenation:, Langer, R.; Diskin-Posner, Y.; Leitus, G.; Shimon, L. J. W.; Ben-David, Y.; Milstein, D., Angew. Chem. Int. Ed. Engl. 2011, 50, 9948-9952.
39. Zeng, H.; Guan, Z., J. Am. Chem. Soc. 2011, 133, 1159-1161.
40. Byrd, H. C. M.,:, McEwen, C. N., Anal. Chem. 2000, 72, 4568-4576; and references therein.