2008
DOI: 10.1021/ja805272j
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Homochiral Crystallization of Microporous Framework Materials from Achiral Precursors by Chiral Catalysis

Abstract: While it is not uncommon to form chiral crystals during crystallization, the formation of bulk porous homochiral materials from achiral building units is rare. Reported here is the homochiral crystallization of microporous materials through the chirality induction effect of natural alkaloids. The resulting material possesses permanent microporosity and has a uniform pore size of 9.3Å.

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Cited by 322 publications
(136 citation statements)
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“…Chiral ligands can be used for the generation of homochiral porous MOFs, or chirality can be induced from the arrangement of achiral ligands within the structure. [54][55][56][57] Among the chiral ligands available, [58][59][60][61][62][63][64] bio-ligands, such as natural occurring peptides, are structurally rich and versatile with numerous metal binding sites. However, robust and highly porous MOFs based on these ligands are scarce in the literature.…”
Section: Ligand Design In Mofsmentioning
confidence: 99%
“…Chiral ligands can be used for the generation of homochiral porous MOFs, or chirality can be induced from the arrangement of achiral ligands within the structure. [54][55][56][57] Among the chiral ligands available, [58][59][60][61][62][63][64] bio-ligands, such as natural occurring peptides, are structurally rich and versatile with numerous metal binding sites. However, robust and highly porous MOFs based on these ligands are scarce in the literature.…”
Section: Ligand Design In Mofsmentioning
confidence: 99%
“…In the presence of small amounts of the nature alkaloids ( − )-cinchonidine or ( + )-cinchonine, homochiral MOFs (Me 2 NH 2 )[In(thb) 2 ] · xDMF ( 11 ) were crystallized from achiral building blocks (H 2 thb refers to thiophenen-2,5-dicarboxylic acid). [ 56 ] MOF materials of opposite chirality could be obtained when they were prepared in the presence of ( − )-cinchonidine or ( + )-cinchonine. In the absence of chiral alkaloid, the resulting products were found to be racemic twins, further demonstrating the chirality induction effect of natural alkaloids.…”
Section: Direct Synthesismentioning
confidence: 99%
“…At present, anumber of different new MOFs based on thiophenes and their derivatives have been syntheseda nd structurally characterized. However, thiophene-based MOFs are rather limited in comparision with other MOFs and most of the work has been devoted in synthesizing and characterization of MOFs built from 2,5-thiophenedicarboxylic acid and 3,4-thiophenedicarboxylic acid [5][6][7][8]. Considerings tructural rigidity, 4-nitro-thiophene-2-carboxylic acid is agood candidate for the construction of MOFs.…”
Section: Discussionmentioning
confidence: 99%