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Synthesis of TRIP and Analysis of Phosphate Salt Impurities
Open accessAbstract
The chiral phosphoric acid TRIP, a useful Brønsted acid catalyst, easily becomes contaminated with metal impurities in the form of phosphate salts during synthesis.This significantly reduces the content of free acid in the product which can hamper the catalytic activity.Methods to easily judge whether TRIP contains mainly the free acid or phosphate salts are presented, using 1 H NMR spectroscopy or a simple pH test.An improved synthetic protocol for TRIP was established that reliably produces the free acid.
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Cited by
Parmar, D., Sugiono, E., Raja, S., & Rueping, M. (2014) · Chemical Reviews · doi:10.1021/cr5001496 · Cited by 2,118
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Zahrt, A. F., Henle, J. J., Rose, B. T., Wang, Y., Darrow, W. T., & Denmark, S. E. (2019) · Science · doi:10.1126/science.aau5631 · Cited by 683
Catalytic, Asymmetric Halofunctionalization of Alkenes—A Critical Perspective
Denmark, S. E., Kuester, W. E., & Burk, M. T. (2012) · Angewandte Chemie International Edition · doi:10.1002/anie.201204347 · Cited by 549
Asymmetric spiroacetalization catalysed by confined Brønsted acids
Čorić, I., & List, B. (2012) · Nature · doi:10.1038/nature10932 · Cited by 527
Self-citationDagousset, G., Zhu, J., & Masson, G. (2011) · Journal of the American Chemical Society · doi:10.1021/ja205891m · Cited by 287
Metadata
- Authors
- Klussmann, M., List, B., Ratjen, L., Hoffmann, S., Wakchaure, V., & Goddard, R.
- Venue
- Synlett
- Publisher
- Georg Thieme Verlag KG
- Published
- 2010-07-16
- Volume
- 2010
- Issue
- 14
- Pages
- 2189-2192
- ISSN
- 0936-5214 (ISSN-L)
- 1437-2096
- OpenAlex
- W1999072394
- Cited by
- 171
- References
- 0
- FWCI
- 8.52
- Type
- journal article
- Language
- en
- Open access
- bronze
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- Klussmann, M., List, B., Ratjen, L., Hoffmann, S., Wakchaure, V., & Goddard, R. (2010). Synthesis of TRIP and Analysis of Phosphate Salt Impurities. Synlett. https://doi.org/10.1055/s-0030-1258505
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