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 | |
| Publication status | Published - Dec 1 2014 |
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ASJC Scopus subject areas
- Materials Science(all)
- Engineering(all)
Cite this
Research update : A hafnium-based metal-organic framework as a catalyst for regioselective ring-opening of epoxides with a mild hydride source. / Stephenson, Casey J.; Hassan Beyzavi, M.; Klet, Rachel C.; Hupp, Joseph T; Farha, Omar K.
In: APL Materials, Vol. 2, No. 12, 123901, 01.12.2014.Research output: Contribution to journal › Article
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TY - JOUR
T1 - Research update
T2 - A hafnium-based metal-organic framework as a catalyst for regioselective ring-opening of epoxides with a mild hydride source
AU - Stephenson, Casey J.
AU - Hassan Beyzavi, M.
AU - Klet, Rachel C.
AU - Hupp, Joseph T
AU - Farha, Omar K.
PY - 2014/12/1
Y1 - 2014/12/1
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=84908428778&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84908428778&partnerID=8YFLogxK
U2 - 10.1063/1.4898359
DO - 10.1063/1.4898359
M3 - Article
VL - 2
JO - APL Materials
JF - APL Materials
SN - 2166-532X
IS - 12
M1 - 123901
ER -