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Peralkylated Polyaminophosphazenes— Extremely Strong, Neutral Nitrogen Bases
Abstract
Probably the strongest uncharged nitrogen bases are readily accessible, unusually stable oligophosphazenes such as 1–3 (pKa(H2O)≤29–30). They are efficient dehydrohalogenating reagents for primary and secondary halides and exhibit low nucleophilicity. Their stability is revealed by, among other things, the fact that 1 only undergoes hydrolysis in D2O at 160°C and, even under these conditions, 2 and 3 remain unchanged for at least 20 h.
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Cited by
Organocatalytic Ring-Opening Polymerization
Kamber, N. E., Jeong, W., Waymouth, R. M., Pratt, R. C., Lohmeijer, B. G. G., & Hedrick, J. L. (2007) · Chemical Reviews · doi:10.1021/cr068415b · Cited by 1,489
Organocatalysis: Opportunities and Challenges for Polymer Synthesis
Kiesewetter, M. K., Shin, E. J., Hedrick, J. L., & Waymouth, R. M. (2010) · Macromolecules · doi:10.1021/ma9025948 · Cited by 907
Basicity of Nucleophilic Carbenes in Aqueous and Nonaqueous SolventsTheoretical Predictions
Magill, A. M., Cavell, K. J., & Yates, B. F. (2004) · Journal of the American Chemical Society · doi:10.1021/ja038973x · Cited by 451
Hong, M., & Chen, E. Y. ‐. (2016) · Angewandte Chemie International Edition · doi:10.1002/anie.201601092 · Cited by 259
Zhao, J., Pahovnik, D., Gnanou, Y., & Hadjichristidis, N. (2014) · Polym. Chem. · doi:10.1039/c4py00429a · Cited by 79
Metadata
- Authors
- Schwesinger, R., & Schlemper, H.
- Venue
- Angewandte Chemie International Edition in English
- Publisher
- Wiley
- Published
- 1987-11
- Volume
- 26
- Issue
- 11
- Pages
- 1167-1169
- ISSN
- 0570-0833 (ISSN-L)
- OpenAlex
- W2101627524
- Cited by
- 412
- References
- 0
- FWCI
- 5.16
- Type
- journal article
- Language
- en
- Open access
- closed
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- Schwesinger, R., & Schlemper, H. (1987). Peralkylated Polyaminophosphazenes— Extremely Strong, Neutral Nitrogen Bases. Angewandte Chemie International Edition in English. https://doi.org/10.1002/anie.198711671
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