Heterogeneous Organic Base-Catalyzed Reactions Enhanced by Acid Supports

Amorphous silica-alumina-supported amines (SA-NR2) were found to be excellent heterogeneous catalysts for a variety of carbon−carbon bond-forming reactions, such as cyano-O-ethoxycarbonylation, Michael reaction, and nitro-aldol reaction. These reactions were hard to proceed either with amines alone...

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Bibliographic Details
Published inJournal of the American Chemical Society Vol. 129; no. 31; pp. 9540 - 9541
Main Authors Motokura, Ken, Tada, Mizuki, Iwasawa, Yasuhiro
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 08.08.2007
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
ACTIVATION
ALDEHYDES
SILICA
LEWIS-ACID
ONE-POT
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Summary:Amorphous silica-alumina-supported amines (SA-NR2) were found to be excellent heterogeneous catalysts for a variety of carbon−carbon bond-forming reactions, such as cyano-O-ethoxycarbonylation, Michael reaction, and nitro-aldol reaction. These reactions were hard to proceed either with amines alone or on the SA alone. Solid-state 13C MAS NMR analysis revealed the acid−base interaction of the H+ site and amine group on the SA-NR2 surface, which makes an acid−base dual activation mechanism possible for carbon−carbon bond-forming reactions.
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ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:0002-7863
1520-5126
DOI:10.1021/ja0704333