journal article·2014-12-01Open access

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

APL Materials· Volume 2· Issue 12

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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Research context

OpenAlex topics: Metal-Organic Frameworks: Synthesis and Applications · Chemical Synthesis and Reactions · Covalent Organic Framework Applications

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Affiliations

Department of Chemistry, Northwestern University 1 , 2145 Sheridan Road, Evanston, Illinois 60208, USA

Department of Chemistry, Faculty of Science, King Abdulaziz University 2 , Jeddah, Saudi Arabia

Funding

Institute for Sustainability and Energy · National Science Foundation

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