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

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

Open Access

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

Author(s) -

Casey J. Stephenson,

M. Hassan Beyzavi,

Rachel C. Klet,

Joseph T. Hupp,

Omar K. Farha

Publication year - 2014

Publication title -

apl materials

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.571

H-Index - 60

ISSN - 2166-532X

DOI - 10.1063/1.4898359

Subject(s) - regioselectivity , markovnikov's rule , catalysis , sodium cyanoborohydride , styrene oxide , ring (chemistry) , propylene oxide , styrene , sodium hydride , epoxide , chemistry , organic chemistry , materials science , copolymer , polymer , ethylene oxide

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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