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Cyanide-catalyzed benzoin condensation of terephthaldehyde produces a cyclic tetramer, which we propose to name cyclotetrabenzoin. Cyclotetrabenzoin is a square-shaped macrocycle ornamented with four α-hydroxyketone functionalities pointing away from the central cavity, the dimensions of which are 6.9×6.9 Å. In the solid state, these functional groups extensively hydrogen bond, resulting in a microporous three-dimensional organic framework with one-dimensional nanotube channels. This material exhibits permanent-albeit low-porosity, with a Langmuir surface area of 52 m(2) g(-1) . Cyclotetrabenzoin's easy and inexpensive synthesis and purification may inspire the creation of other shape-persistent macrocycles and porous molecular crystals by benzoin condensation.
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http://dx.doi.org/10.1002/chem.201503851 | DOI Listing |
Adv Sci (Weinh)
November 2024
State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, Fujian, 350002, P. R. China.
Sci Rep
October 2024
Department of Nanomedicine and Advanced Technologies, CIC-Fluorotronics, Inc, San Diego, CA, 92037, USA.
A novel composite material, magnetic chitosan-clay/benzoin/FeO (CS-CY/Benz/FeO), was synthesized for effectively removing thionine dye (TH) from water solutions. The structural integrity and suitability of CS- CY/Benz/FeO composite for adsorption purposes were validated through extensive characterization techniques including BET, XRD, FTIR, and SEM. The adsorption efficiency was optimized through a Box-Behnken design (BBD) employing response surface methodology (RSM), focusing on variables such as adsorbent dose (A: 0.
View Article and Find Full Text PDFJ Chromatogr A
September 2024
State Key Laboratory of High-efficiency Utilization of Coal and Green Chemical Engineering, College of Chemistry and Chemical Engineering, Ningxia University, Yinchuan, 750021, China.
In this study, using chiral L-lysine as the molecular skeleton, three kinds of L-lysine-derived gelators (G, G and G) were synthesized and then bonded to the surface of silica matrix (5 μm) by amide condensation to prepare a series of multifunctional chromatography stationary phases (G-SiO, G-SiO, and G-SiO were prepared. The L-lysine-derived gelators not only possess chiral recognition ability, but also can spontaneously form oriented and ordered network structures in liquid medium through the interaction of non-covalent bonding forces such as hydrogen bonding, π-π stacking, and van der Waals forces. The comprehensive effect of multiple weak interaction sites enhances the molecular recognition ability and further improves the separation diversity of different types of compounds on stationary phases.
View Article and Find Full Text PDFJ Chromatogr A
September 2024
College of Chemistry and Chemical Engineering, Yunnan Normal University, Kunming 650500, PR China.
Macrocycles play vital roles in supramolecular chemistry and chromatography. 1,1'-Bi-2-naphthol (BINOL)-based chiral polyimine macrocycles are an emerging class of chiral macrocycles that can be constructed by one-step aldehyde-amine condensation of BINOL derivatives with other building blocks. These macrocycles exhibit good characteristics, such as facile preparation, rigid cyclic structures, multiple chiral centers, and defined molecular cavities, that make them good candidates as new chiral recognition materials for chromatographic enantioseparations.
View Article and Find Full Text PDFACS Macro Lett
August 2024
Laboratoire de Chimie des Polymères Organiques (LCPO), UMR 5629, Université de Bordeaux, CNRS, Bordeaux-INP, UMR 5629, 16 Av. Pey Berland, 33607 Pessac Cedex, France.
The capability of some -heterocyclic carbenes (NHCs) to reversibly dimerize is exploited to access dynamic polymer networks. Benzimidazolium motifs serving as NHC precursors have thus been supported onto copolymer chains by reversible addition-fragmentation chain transfer (RAFT) copolymerization of styrene and up to 20 mol % of 4-vinylbenzyl-ethyl-benzimidazolium chloride. Molecular versions of 1,3-dialkyl benzimidazolium salts have been synthesized as models, the deprotonation of which with a strong base yields the NHC dimers in the form of tetraaminoalkenes.
View Article and Find Full Text PDFEnter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!