Research update: A hafnium-based metal-organic framework as a catalyst for regioselective ring-opening of epoxides with a mild hydride source

Casey J. Stephenson; M. Hassan Beyzavi; Rachel C. Klet; Joseph T. Hupp; Omar K. Farha

doi:10.1063/1.4898359

Research update: A hafnium-based metal-organic framework as a catalyst for regioselective ring-opening of epoxides with a mild hydride source

Casey J. Stephenson, M. Hassan Beyzavi, Rachel C. Klet, Joseph T. Hupp, Omar K. Farha

Northwestern University

Research output: Contribution to journal › Article

5 Citations (Scopus)

Abstract

Reaction of styrene oxide with sodium cyanoborohydride and a catalytic amount of Hf-NU-1000 yields the anti-Markovnikov product, 2-phenylethanol, with over 98% regioselectivity. On the other hand, propylene oxide is ring opened in a Markovnikov fashion to form 2-propanol with 95% regioselectivity. Both styrene oxide and propylene oxide failed to react with sodium cyanoborohydride without the addition of Hf-NU-1000 indicative of the crucial role of Hf-NU-1000 as a catalyst in this reaction. To the best of our knowledge, this is the first report of the use of a metal-organic framework material as a catalyst for ring-opening of epoxides with hydrides.

Original language	English
Article number	123901
Journal	APL Materials
Volume	2
Issue number	12
DOIs	https://doi.org/10.1063/1.4898359
Publication status	Published - Dec 1 2014

ASJC Scopus subject areas

Materials Science(all)
Engineering(all)

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Stephenson, C. J., Hassan Beyzavi, M., Klet, R. C., Hupp, J. T., & Farha, O. K. (2014). Research update: A hafnium-based metal-organic framework as a catalyst for regioselective ring-opening of epoxides with a mild hydride source. APL Materials, 2(12), [123901]. https://doi.org/10.1063/1.4898359

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abstract = "Reaction of styrene oxide with sodium cyanoborohydride and a catalytic amount of Hf-NU-1000 yields the anti-Markovnikov product, 2-phenylethanol, with over 98% regioselectivity. On the other hand, propylene oxide is ring opened in a Markovnikov fashion to form 2-propanol with 95% regioselectivity. Both styrene oxide and propylene oxide failed to react with sodium cyanoborohydride without the addition of Hf-NU-1000 indicative of the crucial role of Hf-NU-1000 as a catalyst in this reaction. To the best of our knowledge, this is the first report of the use of a metal-organic framework material as a catalyst for ring-opening of epoxides with hydrides.",

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