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An amphoteric mesoporous silica catalyzed aldol reaction
Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för fysikalisk kemi, oorganisk kemi och strukturkemi.
Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för fysikalisk kemi, oorganisk kemi och strukturkemi.ORCID-id: 0000-0001-5803-0817
2009 (Engelska)Ingår i: Catalysis communications, ISSN 1566-7367, E-ISSN 1873-3905, Vol. 10, nr 10, s. 1386-1389Artikel i tidskrift (Refereegranskat) Published
Abstract [en]

A bi-functional mesoporous silica material, containing both carboxylic acid and amino groups, acts as a catalyst for the reaction between aldehydes and carbon nucleophiles. We demonstrate reaction conditions under which even aldehydes containing deactivating electron donating groups, or sterically demanding substituents, undergo the catalyzed reaction with acetone, affording primarily the condensation products. Moreover, we demonstrate that acetophenone and ethyl methyl ketone can replace acetone as nucleophile. The bi-functional mesoporous silica is a convenient catalyst, as it is simple to remove from the reaction media, thereby facilitating workup.

Ort, förlag, år, upplaga, sidor
2009. Vol. 10, nr 10, s. 1386-1389
Nyckelord [en]
Mesoporous silica, Catalysis, Aldol reaction, Bi-functional materials
Identifikatorer
URN: urn:nbn:se:su:diva-36707DOI: 10.1016/j.catcom.2009.03.001ISI: 000265811500006OAI: oai:DiVA.org:su-36707DiVA, id: diva2:289977
Tillgänglig från: 2010-01-25 Skapad: 2010-01-25 Senast uppdaterad: 2022-02-24Bibliografiskt granskad
Ingår i avhandling
1. Synthesis and Characterization of Functionalized Silica Mesoporous Crystals: Cationic Surfactant and Co-structure Directing Agent System
Öppna denna publikation i ny flik eller fönster >>Synthesis and Characterization of Functionalized Silica Mesoporous Crystals: Cationic Surfactant and Co-structure Directing Agent System
2010 (Engelska)Doktorsavhandling, sammanläggning (Övrigt vetenskapligt)
Abstract [en]

This dissertation has been focused on the synthesis and characterization of novel functionalized silica mesoporous crystals by using cationic surfactant and co–structure directing agents (CSDA), the central concept of the synthesis method is to build proper organic/inorganic interactions by introducing CSDA into the synthesis system.

By using cationic surfactant as template and anionic CSDA, carboxylic group functionalized mesoporous silicas were successfully synthesized. Well ordered 2D p6mm, cubic Fm-3m, mixture of CCP (Fm-3m) and HCP (P63/mmc), and cubic Fd-3m with uniform carboxylic group distribution have been obtained. Besides, we have investigated the Fm-3m/Fd-3m type intergrowth and new type defects observed in the Fd-3m structure using transmission electron microscopy (TEM) and proposed a “polyhedron packing” model.

New amphoteric, inorganic amino acid with highly ordered mesopores were synthesized. Uniform distribution of acid and base organic groups on the mesopore surfaces were formed by interactions between the counter charged surfactant head groups and ionic parts of CSDAs. It has been demonstrated that organic (–NH2 and –COOH) pairs incorporated in the mesopore walls behave as natural amino acids, collectively exhibiting an isoelectric point of ~6.0. Moreover, we have demonstrated that the inorganic amino acid is an efficient catalyst for the reaction between aldehydes and carbon nucleophiles.

Ort, förlag, år, upplaga, sidor
Stockholm: Department of Materials and Environmental Chemistry (MMK), Stockholm University, 2010. s. 82
Nyckelord
Mesoporous silica, Template synthesis, Functionalization, Electron microscopy, Defects, Crystal growth, Catalysis
Nationell ämneskategori
Oorganisk kemi
Forskningsämne
strukturkemi
Identifikatorer
urn:nbn:se:su:diva-38398 (URN)978-91-7447-029-1 (ISBN)
Disputation
2010-05-18, Magnélisalen, Kemiska övningslaboratoriet, Svante Arrhenius väg 16 B, Stockholm, 13:00 (Engelska)
Opponent
Handledare
Tillgänglig från: 2010-04-26 Skapad: 2010-04-13 Senast uppdaterad: 2022-02-24Bibliografiskt granskad

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Han, LuTerasaki, Osamu

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Catalysis communications

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