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Phosphazene Bases: A New Category of Organocatalysts for the Living Ring-Opening Polymerization of Cyclic Esters
Abstract
We demonstrate that phosphazene bases, such as 2- tert -butylimino-2-diethylamino-1,3-dimethylperhydro-1,3,2-diazaphosphorine (BEMP) and N ‘- tert -butyl- N,N, N ‘, N ‘, N ‘ ‘, N ‘ ‘-hexamethylphosphorimidic triamide (P 1 - t -Bu), are active organocatalysts for the living ring-opening polymerization (ROP) of cyclic esters. Polyesters prepared through this organocatalytic route possess predictable molecular weights, narrow polydispersities, and high end-group fidelity. Mechanistic studies suggest that the intermolecular hydrogen bonding of the alcohol initiator to phosphazene bases activates the alcohol for ROP of cyclic esters.
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Cited by
Synthesis of polycaprolactone: A review
Labet, M., & Thielemans, W. (2009) · Chemical Society Reviews · doi:10.1039/b820162p · Cited by 1,673
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
Self-citationOrganocatalysis: 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
Self-citationRecent advances in the synthesis of aliphatic polyesters by ring-opening polymerization☆
JEROME, C., & LECOMTE, P. (2008) · Advanced Drug Delivery Reviews · doi:10.1016/j.addr.2008.02.008 · Cited by 590
Makiguchi, K., Satoh, T., & Kakuchi, T. (2011) · Macromolecules · doi:10.1021/ma200043x · Cited by 338
Metadata
- Authors
- Zhang, L., Nederberg, F., Pratt, R. C., Waymouth, R. M., Hedrick, J. L., & Wade, C. G.
- Venue
- Macromolecules
- Publisher
- American Chemical Society (ACS)
- Published
- 2007-05-19
- Volume
- 40
- Issue
- 12
- Pages
- 4154-4158
- ISSN
- 0024-9297 (ISSN-L)
- 1520-5835
- OpenAlex
- W1994372874
- Cited by
- 273
- References
- 2
- FWCI
- 5.62
- Type
- journal article
- Language
- en
- Open access
- closed
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