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Structural Elucidation of the Mechanism of Molecular Recognition in Chiral Crystalline Sponges
Author(s) -
Zhang ShiYuan,
FairenJimenez David,
Zaworotko Michael J.
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202006438
Subject(s) - molecular recognition , counterion , chemistry , bipyridine , sponge , metal organic framework , stereochemistry , chirality (physics) , crystallography , molecule , materials science , organic chemistry , ion , crystal structure , chiral symmetry , adsorption , botany , biology , nambu–jona lasinio model , physics , quantum mechanics , quark
To gain insight into chiral recognition in porous materials we have prepared a family of fourth generation chiral metal–organic frameworks (MOFs) that have rigid frameworks and adaptable (flexible) pores. The previously reported parent material, [Co 2 (S‐mandelate) 2 (4,4′‐bipyridine) 3 ](NO 3 ) 2 , CMOM‐ 1S , is a modular MOF; five new variants in which counterions (BF 4 − , CMOM‐ 2S ) or mandelate ligands are substituted (2‐Cl, CMOM‐ 11R ; 3‐Cl, CMOM‐ 21R ; 4‐Cl, CMOM‐ 31R ; 4‐CH 3 , CMOM‐ 41R ) and the existing CF 3 SO 3 − variant CMOM‐ 3S are studied herein. Fine‐tuning of pore size, shape, and chemistry afforded a series of distinct host–guest binding sites with variable chiral separation properties with respect to three structural isomers of phenylpropanol. Structural analysis of the resulting crystalline sponge phases revealed that host–guest interactions, guest–guest interactions, and pore adaptability collectively determine chiral discrimination.