N,N-Dimethylbiguanide immobilized on mesoporous and magnetically separable silica: Highly selective and feasible organocatalyst for synthesis of β-nitroalcohols

Authors

  • Abdolhamid Alizadeh Department of Organic Chemistry, Faculty of Chemistry and Nanoscience& Nanotechnology Research Center (NNRC), Razi University, Kermanshah, 67149 Iran. IbnuSina Institute for Fundamental Science Studies, Universiti Teknologi Malaysia, 81310 UTM, Johor Baharu, Johor, Malaysia.
  • Amirhossein Fallah IbnuSina Institute for Fundamental Science Studies, Universiti Teknologi Malaysia, 81310 UTM, Johor Baharu, Johor, Malaysia.
  • Gisya Abdi Department of Organic Chemistry, Faculty of Chemistry and Nanoscience& Nanotechnology Research Center (NNRC), Razi University, Kermanshah, 67149 Iran.
  • Mitra Fakhari Department of Organic Chemistry, Faculty of Chemistry and Nanoscience& Nanotechnology Research Center (NNRC), Razi University, Kermanshah, 67149 Iran.
  • Mohammad Khodaei Department of Organic Chemistry, Faculty of Chemistry and Nanoscience& Nanotechnology Research Center (NNRC), Razi University, Kermanshah, 67149 Iran.
  • Mojtaba Beygzadeh Department of Organic Chemistry, Faculty of Chemistry and Nanoscience& Nanotechnology Research Center (NNRC), Razi University, Kermanshah, 67149 Iran.
  • Mustaffa Shamsuddin IbnuSina Institute for Fundamental Science Studies, Universiti Teknologi Malaysia, 81310 UTM, Johor Baharu, Johor, Malaysia.
  • Sohrab Ghouzivand Department of Organic Chemistry, Faculty of Chemistry and Nanoscience& Nanotechnology Research Center (NNRC), Razi University, Kermanshah, 67149 Iran.
Abstract:

An organosuperbase (N,N-dimethylbiguanide) immobilized on mesoporous and magnetically separable silica supports, was found for the first time, to act as a highly-stable, scalable and efficient heterogeneous catalyst for the Henry reaction under mild and neutral condition. Several factors such as catalyst amount, solvent and reaction time concerning the reactivity were also discussed. The procedure constitutes the first immobilized biguanide promotion of selective synthesis of β-nitroalcohols without addition of stoichiometric amount of any base and showed a broad substrate scope. The uniqueness of this catalyst lay in its cleanness, cost-effectiveness, ease in removal at the end of reaction, and chemoselective formation of a wide range of β-nitroalcohols. These materials can be easily converted to other useful synthetic intermediates which many of them have been exemplified in synthetic organic chemistry and pharmaceutical industry.

Upgrade to premium to download articles

Sign up to access the full text

Already have an account?login

similar resources

n,n-dimethylbiguanide immobilized on mesoporous and magnetically separable silica: highly selective and feasible organocatalyst for synthesis of β-nitroalcohols

an organosuperbase (n,n-dimethylbiguanide) immobilized on mesoporous and magnetically separable silica supports, was found for the first time, to act as a highly-stable, scalable and efficient heterogeneous catalyst for the henry reaction under mild and neutral condition. several factors such as catalyst amount, solvent and reaction time concerning the reactivity were also discussed. the proced...

full text

Fe3O4/FDU-12: A highly efficient and magnetically separable nano-catalyst for oxidation of alcohols

A series of Fe3O4 supported on mesoporous FDU-12 silica systems were prepared by the hydrothermal conditions. The surface properties of the functionalized catalyst were analyzed by a series of characterization techniques like FTIR, XRD, N2 adsorption–desorption and TEM. XRD and adsorption–desorption analysis shows that the mesostructure of FDU silica remains intact after Fe3O4 modifications, wh...

full text

Fe3O4/FDU-12: A highly efficient and magnetically separable nano-catalyst for oxidation of alcohols

A series of Fe3O4 supported on mesoporous FDU-12 silica systems were prepared by the hydrothermal conditions. The surface properties of the functionalized catalyst were analyzed by a series of characterization techniques like FTIR, XRD, N2 adsorption–desorption and TEM. XRD and adsorption–desorption analysis shows that the mesostructure of FDU silica remains intact after Fe3O4 modifications, wh...

full text

Facile synthesis of copper(II) immobilized on magnetic mesoporous silica microspheres for selective enrichment of peptides for mass spectrometry analysis.

full text

[γ-Fe2O3-HAp-(CH2)3-NHSO3H] nanoparticles as a highly efficient and magnetically separable catalyst for green one-pot synthesis of 4(3H)-Quinazolinones

Quinazolinone derivatives are essential units in a wide range of relevant pharmacophores with a broad spectrum of abilities. Due to their wide range of pharmacological and therapeutic activities including anticonvulsant, anti-inflammatory, hypolipidemic, anticancer, and anti-ulcer, the synthesis of quinazolinone moieties as a privileged class of fused heterocyclic compounds, have received much ...

full text

My Resources

Save resource for easier access later

Save to my library Already added to my library

{@ msg_add @}


Journal title

volume 5  issue 3

pages  261- 268

publication date 2015-09-01

{@ msg @}

By following a journal you will be notified via email when a new issue of this journal is published.

Keywords

Hosted on Doprax cloud platform doprax.com

copyright © 2015-2023