The ligand HL has been built by linking an imidazole moiety to the 5-position of isophthalic acid. It forms two types of porous frameworks, {[Zn(L)]·2DMF·2HO} (1) and {[(CH)NH][Zn(L)(HO)PO]·2DMF} (2). 1 is a porous neutral framework and has rtl rutile 3,6-conn topology, while 2 is an organo-metallophosphate anionic porous framework with double-walled hexagonal channels. Framework 1' (desolvated) exhibits moderate CO adsorption (58 cc g at 273 K, 1 bar), whereas 2' (desolvated) shows a microporous nature with a high adsorption of CO (111.7 cc g or 22 wt % at 273 K, 1 bar). Interestingly, this adsorbed CO could be converted very efficiently to cyclic carbonates under mild conditions using 2' as the catalyst in the presence of tetrabutylammonium bromide as the cocatalyst. The presence of open metal sites in 2' makes it an efficient heterogeneous catalyst for solvent-free three-component Strecker reaction using various aldehydes/ketones together with amines and trimethylsilyl cyanide in high yields at room temperature. The straightforward experimental and product isolation procedure along with easy recovery and reusability of the catalyst provided an attractive route for the synthesis of α-amino nitriles.

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.inorgchem.7b02443DOI Listing

Publication Analysis

Top Keywords

strecker reaction
8
273 bar
8
znii-carboxylate double-walled
4
double-walled znii-carboxylato
4
znii-carboxylato phosphate
4
phosphate mof
4
mof change
4
framework
4
change framework
4
framework topology
4

Similar Publications

Design of an efficient magnetic brush solid acid and its catalytic use in organic reactions.

Sci Rep

January 2025

Natural and Medical Sciences Research Center, University of Nizwa, P.O. Box 33, 616, Birkat Al Mauz, Nizwa, Sultanate of Oman.

In this research, with the Green Chemistry approach, to load more sulfonic acid active sites on catalyst surfaces, a nanocomposite material based on core-shell magnetite coated with vinyl silane and a sulfonated polymeric brush-like structure is designed and synthesized as a new class of efficient solid acid catalysts, referred to as FeO@VS-APS brush solid acid. The synthesized catalyst was comprehensively characterized by a range of instrumental techniques, including XRD, SEM, TEM, FT-IR, EDX, TGA, and VSM. The activity of the catalyst was evaluated in Biginelli, Strecker, and esterification reactions.

View Article and Find Full Text PDF

Metal Bis(acyclic diaminocarbene)-Derived Homochiral Organometallic Frameworks: Synthesis and Asymmetric Catalytic Application.

Inorg Chem

January 2025

College of Chemistry, Chemical Engineering and Materials Science, Collaborative Innovation Center of Functionalized Probes for Chemical Imaging in Universities of Shandong, Key Laboratory of Molecular and Nano Probes, Ministry of Education, Shandong Normal University, Jinan 250014, P. R. China.

As an indispensable member of the reticular material family, metal-carbon-based organometallic frameworks (OMFs) remain largely underexplored, and no chiral OMFs (COMFs) have been reported thus far. Herein, we first report the construction of COMFs from a Pd-isocyanide OMF via nucleophilic addition to the Pd-isocyanide moiety with optically pure amines. The obtained Pd-bis(acyclic diaminocarbene) (Pd-BADC)-derived chiral OMFs display excellent applicability and can be reusable chiral catalysts to highly promote asymmetric Strecker and Suzuki-Miyaura cross-coupling reactions in a heterogeneous way.

View Article and Find Full Text PDF

Enzymatic Cascades for Stereoselective and Regioselective Amide Bond Assembly.

Angew Chem Int Ed Engl

January 2025

Department of Chemistry and Manchester Institute of Biotechnology, The University of Manchester, Manchester, M1 7DN, UK.

Amide bond formation is fundamental in nature and is widely used in the synthesis of pharmaceuticals and other valuable products. Current methods for amide synthesis are often step and atom inefficient, requiring the use of protecting groups, deleterious reagents and organic solvents that create significant waste. The development of cleaner and more efficient catalytic methods for amide synthesis remains an urgent unmet need.

View Article and Find Full Text PDF

One-pot synthesis of azepine spiro[4.6]-γ-lactams by a Hantzsch-type reaction.

Org Biomol Chem

January 2025

School of Environment and Science, Griffith University, Nathan, Queensland 4111, Australia.

Article Synopsis
  • The study presents a simple method for creating spiro-γ-lactams that have both seven- and five-membered rings using a multicomponent reaction that involves glycine.
  • Four different spiro-γ-lactams were analyzed, including some characterized through X-ray diffraction, indicating they are unstable intermediates from the Strecker degradation process.
  • The research explored this previously unknown reaction pathway using mass spectrometry, which helped outline a possible mechanism for the reaction.
View Article and Find Full Text PDF

The role of polyphenols in oxygen consumption and in the accumulation of acetaldehyde and Strecker aldehydes during wine oxidation.

Food Chem

February 2025

Laboratorio de Análisis del Aroma y Enología (LAAE). Department of Analytical Chemistry, Universidad de Zaragoza, Instituto Agroalimentario de Aragón (IA2) (UNIZAR-CITA), Associate unit to Instituto de Ciencias de la Vid y del Vino (ICVV) (UR-CSIC-GR), C/ Pedro Cerbuna 12, 50009 Zaragoza, Spain.

This study explores the role of polyphenols in preventing oxidative deterioration of wine aroma. Wine models containing polyphenols extracted from grapes were fortified with delphinidin-3G (DELF) or catechin (CAT), and oxidized. DELF increased oxygen consumption rates (OCRs) and reduced the Strecker aldehydes (SAs) formation, while CAT decreased OCRs and increased SAs.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!