N-functionalized L-proline anchored MCM-41: A novel organic–inorganic hybrid material for solvent-free aminolysis of styrene oxide under microwave irradiation

A novel organic–inorganic hybrid material, namely L-prol-N-pMCM-41, was synthesized via two steps by covalently anchoring N-functionalized proline derivative (L-prol-N-pTMS) into the pore channels of MCM-41 silica. The prepared material was characterized by X-ray diffraction (XRD), thermogravimetric...

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Main Authors: Kioumars Aghapoor, Mostafa M Amini, Khosrow Jadidi, Hossein Reza Darabi
Format: Article
Language:English
Published: Slovenian Chemical Society 2015-01-01
Series:Acta Chimica Slovenica
Subjects:
Online Access:https://journals.matheo.si/index.php/ACSi/article/view/755
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spelling doaj-9987b7fde6434af38873262493e7697b2020-11-25T01:10:12ZengSlovenian Chemical SocietyActa Chimica Slovenica1318-02071580-31552015-01-016219510210.17344/acsi.2014.755196N-functionalized L-proline anchored MCM-41: A novel organic–inorganic hybrid material for solvent-free aminolysis of styrene oxide under microwave irradiationKioumars Aghapoor0Mostafa M Amini1Khosrow Jadidi2Hossein Reza Darabi3Shahid Beheshti UniversityShahid Beheshti UniversityShahid Beheshti UniversityChemistry & Chemical Engineering Research Center of IranA novel organic–inorganic hybrid material, namely L-prol-N-pMCM-41, was synthesized via two steps by covalently anchoring N-functionalized proline derivative (L-prol-N-pTMS) into the pore channels of MCM-41 silica. The prepared material was characterized by X-ray diffraction (XRD), thermogravimetric analysis (TGA), nitrogen adsorption–desorption isotherm, Brunauer–Emmett–Teller (BET) surface area analysis, and Fourier Transform Infrared spectroscopy (FTIR). The immobilized catalyst demonstrated moderate to high catalytic activity and excellent regioselectivity for the ring opening of styrene oxide with aniline derivatives under microwave irradiation and solvent-free conditions. The catalyst could be rapidly separated from the reaction mixture and reused up to five runs with good conversion and high regioselectivity.https://journals.matheo.si/index.php/ACSi/article/view/755Organic-inorganic hybrid materialHeterogeneous catalysisRegioselectivityβ-Amino alcohols
collection DOAJ
language English
format Article
sources DOAJ
author Kioumars Aghapoor
Mostafa M Amini
Khosrow Jadidi
Hossein Reza Darabi
spellingShingle Kioumars Aghapoor
Mostafa M Amini
Khosrow Jadidi
Hossein Reza Darabi
N-functionalized L-proline anchored MCM-41: A novel organic–inorganic hybrid material for solvent-free aminolysis of styrene oxide under microwave irradiation
Acta Chimica Slovenica
Organic-inorganic hybrid material
Heterogeneous catalysis
Regioselectivity
β-Amino alcohols
author_facet Kioumars Aghapoor
Mostafa M Amini
Khosrow Jadidi
Hossein Reza Darabi
author_sort Kioumars Aghapoor
title N-functionalized L-proline anchored MCM-41: A novel organic–inorganic hybrid material for solvent-free aminolysis of styrene oxide under microwave irradiation
title_short N-functionalized L-proline anchored MCM-41: A novel organic–inorganic hybrid material for solvent-free aminolysis of styrene oxide under microwave irradiation
title_full N-functionalized L-proline anchored MCM-41: A novel organic–inorganic hybrid material for solvent-free aminolysis of styrene oxide under microwave irradiation
title_fullStr N-functionalized L-proline anchored MCM-41: A novel organic–inorganic hybrid material for solvent-free aminolysis of styrene oxide under microwave irradiation
title_full_unstemmed N-functionalized L-proline anchored MCM-41: A novel organic–inorganic hybrid material for solvent-free aminolysis of styrene oxide under microwave irradiation
title_sort n-functionalized l-proline anchored mcm-41: a novel organic–inorganic hybrid material for solvent-free aminolysis of styrene oxide under microwave irradiation
publisher Slovenian Chemical Society
series Acta Chimica Slovenica
issn 1318-0207
1580-3155
publishDate 2015-01-01
description A novel organic–inorganic hybrid material, namely L-prol-N-pMCM-41, was synthesized via two steps by covalently anchoring N-functionalized proline derivative (L-prol-N-pTMS) into the pore channels of MCM-41 silica. The prepared material was characterized by X-ray diffraction (XRD), thermogravimetric analysis (TGA), nitrogen adsorption–desorption isotherm, Brunauer–Emmett–Teller (BET) surface area analysis, and Fourier Transform Infrared spectroscopy (FTIR). The immobilized catalyst demonstrated moderate to high catalytic activity and excellent regioselectivity for the ring opening of styrene oxide with aniline derivatives under microwave irradiation and solvent-free conditions. The catalyst could be rapidly separated from the reaction mixture and reused up to five runs with good conversion and high regioselectivity.
topic Organic-inorganic hybrid material
Heterogeneous catalysis
Regioselectivity
β-Amino alcohols
url https://journals.matheo.si/index.php/ACSi/article/view/755
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AT mostafamamini nfunctionalizedlprolineanchoredmcm41anovelorganicinorganichybridmaterialforsolventfreeaminolysisofstyreneoxideundermicrowaveirradiation
AT khosrowjadidi nfunctionalizedlprolineanchoredmcm41anovelorganicinorganichybridmaterialforsolventfreeaminolysisofstyreneoxideundermicrowaveirradiation
AT hosseinrezadarabi nfunctionalizedlprolineanchoredmcm41anovelorganicinorganichybridmaterialforsolventfreeaminolysisofstyreneoxideundermicrowaveirradiation
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