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Cited by 834

The DOI matches its Crossref record; 23 of the 23 references it cites were found in a registry or an index.

Size-Selective Lewis Acid Catalysis in a Microporous Metal-Organic Framework with Exposed Mn2+ Coordination Sites

Horike, Satoshi, Dincǎ, Mircea, Tamaki, Kentaro, Long, Jeffrey R.·2008·Journal of the American Chemical Society

Abstract

Treatment of selected aldehydes and ketones with cyanotrimethylsilane in the presence of the microporous metal-organic framework Mn3[(Mn4Cl)3BTT8(CH3OH)10]2 (1, H3BTT = 1,3,5-benzenetristetrazol-5-yl) leads to rapid conversion to the corresponding cyanosilylated products. The transformation is catalyzed by coordinatively unsaturated Mn2+ ions that serve as Lewis acids and lead to conversion yields of 98 and 90% for benzaldehyde and 1-naphthaldehyde, the highest thus far for a metal-organic framework. Larger carbonyl substrates cannot diffuse through the pores of 1, and conversion yields are much lower for these, attesting to the heterogeneity of the reaction and its dependence on guest size. The Mukaiyama-aldol reaction, known to require much more active Lewis catalysts, is also catalyzed in the presence of 1, representing the first such example for a metal-organic framework. Conversion yields obtained for the reaction of selected aldehydes with silyl enolates reach 63%, on par with those obtained with zeolites. Size selectivity is demonstrated for the first time with this reaction through the use of larger silyl enolate substrates.

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Metadata

Authors
Horike, S., Dincǎ, M., Tamaki, K., & Long, J. R.
Venue
Journal of the American Chemical Society
Published
2008-04-10
Volume
130
Issue
18
Pages
5854-5855
ISSN
  • 0002-7863 (ISSN-L)
  • 1520-5126
OpenAlex
W1982179393
Cited by
834
References
23
FWCI
43.83
Type
journal article
Language
en
Open access
closed

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