Preparation of Polyaminopyridines Using a CuI/l-Proline-Catalyzed C-N Polycoupling Reaction
Abstract
:1. Introduction
2. Results and Discussion
2.1. Solubility and Systematic Study of Polycoupling Reaction
Entry | Monomer | Base | Ligand | Condition (oC/h) | DP/Mn | Yield (%) |
---|---|---|---|---|---|---|
1 | 1 | K2CO3 | l-proline | 80/80 | 21/2013 | 44 |
2 | 1 | K2CO3 | l-proline | 100/80 | 46/4313 | 61 |
3 | 1 | K2CO3 | l-proline | 100/80 | 64/5969 | 73a |
4 | 1 | K2CO3 | l-proline | 100/40 | 32/3025 | 62 |
5 | 1 | K2CO3 | none | 100/80 | 7/725 | 28b |
6 | 1 | K2CO3 | none | 100/80 | 18/1737 | 32b,c |
7 | 1 | K2CO3 | o-phenanthroline | 100/80 | 22/2105 | 33 |
8 | 1 | K2CO3 | N,N-dimethylglycine | 100/80 | 35/3301 | 48 |
9 | 1 | Cs2CO3 | l-proline | 100/80 | 30/2841 | 45 |
10 | 1 | K3PO4 | l-proline | 100/80 | 45/4221 | 80 |
11 | 1 | K3PO4 | l-proline | 100/80 | 64/5969 | 87a |
12 | 2 | K2CO3 | l-proline | 80/80 | - | 0d |
13 | 2 | K2CO3 | l-proline | 80/80 | 3/357 | 20a,e |
14 | 2 | K2CO3 | l-proline | 100/80 | 6/633 | 23 |
2.2. PAPy Characterization
3. Experimental Section
3.1. Measurements
4. Conclusions
Acknowledgments
References
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Reis, L.A.; Ligiéro, C.B.P.; Andrade, A.A.; Taylor, J.G.; Miranda, P.C.M.L. Preparation of Polyaminopyridines Using a CuI/l-Proline-Catalyzed C-N Polycoupling Reaction. Materials 2012, 5, 2176-2189. https://doi.org/10.3390/ma5112176
Reis LA, Ligiéro CBP, Andrade AA, Taylor JG, Miranda PCML. Preparation of Polyaminopyridines Using a CuI/l-Proline-Catalyzed C-N Polycoupling Reaction. Materials. 2012; 5(11):2176-2189. https://doi.org/10.3390/ma5112176
Chicago/Turabian StyleReis, Lindomar A., Carolina B. P. Ligiéro, Acácio A. Andrade, Jason G. Taylor, and Paulo C. M. L. Miranda. 2012. "Preparation of Polyaminopyridines Using a CuI/l-Proline-Catalyzed C-N Polycoupling Reaction" Materials 5, no. 11: 2176-2189. https://doi.org/10.3390/ma5112176