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Issue 106, 2015
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Amide functionalized metal–organic frameworks for diastereoselective nitroaldol (Henry) reaction in aqueous medium

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Abstract

The two new metal–organic frameworks (MOFs) of zinc(II) and copper(II) [Zn2L2(1,4-BDC)]n·2n(DMF) (1) and [Cu(L)2]n·4n(DMF)·n(H2O) (2) (L = 4-(pyridin-4-ylcarbamoyl)benzoate; BDC = benzenedicarboxylate), respectively, have been synthesized from a pyridyl amide functionalized benzoic acid (HL). They were characterized by elemental, FT-IR, thermogravimetric, powder X-ray and single crystal X-ray diffraction analyses. Single crystal X-ray crystallography reveals that 1 and 2 exhibit 2D and 3D polymeric architectures, respectively. Topological analysis illustrates a 6-connected pcu alpha-Po primitive cubic topology for 1 and an 8-connected body centred cubic (bcu) topology for 2. Both 1 and 2 act as heterogeneous catalysts for the nitroaldol reaction in aqueous medium, with a high yield and moderate to good diastereoselectivities under ambient conditions. They can be recycled and reused without any significant loss of the catalytic efficiency.

Graphical abstract: Amide functionalized metal–organic frameworks for diastereoselective nitroaldol (Henry) reaction in aqueous medium

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Publication details

The article was received on 23 Jul 2015, accepted on 29 Sep 2015 and first published on 02 Oct 2015


Article type: Paper
DOI: 10.1039/C5RA14637B
Author version available: Download Author version (PDF)
Citation: RSC Adv., 2015,5, 87400-87410
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    Amide functionalized metal–organic frameworks for diastereoselective nitroaldol (Henry) reaction in aqueous medium

    A. Paul, A. Karmakar, M. F. C. Guedes da Silva and A. J. L. Pombeiro, RSC Adv., 2015, 5, 87400
    DOI: 10.1039/C5RA14637B

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